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Lamin proteolysis facilitates nuclear events during apoptosis. | during apoptosis is consistent with the activation of an ICE-related cysteine protease down-stream of p53. No lamin protease activity was detected in cells expressing the E1B 19K protein; indicating that 19K functions upstream of protease activation in inhibiting apoptosis. Substitution of the aspartic acid at the cleavage site produced a mutant lamin protein that was resistant to proteolysis both in vitro and in vivo. Expression of uncleavable mutant lamin A or B attenuated apoptosis; delaying cell death | 8978814 | [
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Lamin proteolysis facilitates nuclear events during apoptosis. | and the associated DNA fragmentation by 12 h. Mutant lamin expressing cells failed to show the signs of chromatin condensation and nuclear shrinkage typical of cell death by apoptosis. Instead; the nuclear envelope collapsed and the nuclear lamina remained intact. However; the late stage of apoptosis was morphologically unaltered and formation of apoptotic bodies was evident. Thus; lamin breakdown by proteolytic degradation facilitates the nuclear events of apoptosis perhaps by facilitating nuclear breakdow | 8978814 | [
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Formation of nascent secretory vesicles from the trans-Golgi network of endocrine cells is inhibited by tyrosine kinase and phosphatase inhibitors. | Recent evidence suggests that secretory vesicle formation from the TGN is regulated by cytosolic signaling pathways involving small GTP-binding proteins; heterotrimeric G proteins; inositol phospholipid metabolism; and protein serine/threonine phosphorylation. At the cell surface; protein phosphorylation and dephosphorylation on tyrosine residues can rapidly modulate cytosolic signaling pathways in response to extracellular stimuli and have been implicated in the internalization and sorting of signaling rec | 8978816 | [
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Formation of nascent secretory vesicles from the trans-Golgi network of endocrine cells is inhibited by tyrosine kinase and phosphatase inhibitors. | eptors. to determine if phosphotyrosine metabolism might also regulate secretory vesicle budding from the TGN; we treated permeabilized rat pituitary GH3 cells with inhibitors of either tyrosine phosphatases or tyrosine kinases. We demonstrate that the tyrosine phosphatase inhibitors pervanadate and zinc potently inhibited budding of nascent secretory vesicles. Tyrphostin A25 (TA25) and other tyrosine kinase inhibitors also prevented secretory vesicle release; suggesting that vesicle formation requires both | 8978816 | [
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Formation of nascent secretory vesicles from the trans-Golgi network of endocrine cells is inhibited by tyrosine kinase and phosphatase inhibitors. | phosphatase and kinase activities. A stimulatory peptide derived from the NH2 terminus of the small GTP-binding protein ADP ribosylation factor 1 (ARF1) antagonized the inhibitory effect of TA25; indicating that both agents influence the same pathway leading to secretory vesicle formation. Antiphosphotyrosine immunoblotting revealed that protein tyrosine phosphorylation was enhanced after treatment with tyrosine phosphatase or kinase inhibitors. Subcellular fractionation identified several tyrosine phospho | 8978816 | [
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Formation of nascent secretory vesicles from the trans-Golgi network of endocrine cells is inhibited by tyrosine kinase and phosphatase inhibitors. | rylated polypeptides of approximately 175; approximately 130; and 90-110 kD that were enriched in TGN-containing Golgi fractions and tightly membrane associated. The phosphorylation of these polypeptides correlated with inhibition of vesicle budding. Our results suggest that in endocrine cells; protein tyrosine phosphrylation and dephosphorylation are required for secretory vesicle release from the TGN. | 8978816 | [
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A novel fluorescence-activated cell sorter-based screen for yeast endocytosis mutants identifies a yeast homologue of mammalian eps15. | A complete understanding of the molecular mechanisms of endocytosis requires the discovery and characterization of the protein machinery that mediates this aspect of membrane trafficking. A novel genetic screen was used to identify yeast mutants defective in internalization of bulk lipid. The fluorescent lipophilic styryl dye FM4-64 was used in conjunction with FACS to enrich for yeast mutants that exhibit internalization defects. Detailed characterization of two of these mutants; dim1-1 and dim2-1; reveale | 8978817 | [
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A novel fluorescence-activated cell sorter-based screen for yeast endocytosis mutants identifies a yeast homologue of mammalian eps15. | d defects in the endocytic pathway. Like other yeast endocytosis mutants; the temperature-sensitive dim mutant were unable to endocytose FM4-64 or radiolabeled alpha-factor as efficiently as wild-type cells. In addition; double mutants with either dim1-delta or dim2-1 and the endocytosis mutants end4-1 or act1-1 displayed synthetic growth defects; indicating that the DIM gene products function in a common or parallel endocytic pathway. Complementation cloning of the DIM genes revealed identity of DIM1 to SH | 8978817 | [
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A novel fluorescence-activated cell sorter-based screen for yeast endocytosis mutants identifies a yeast homologue of mammalian eps15. | E4 and DIM2 to PAN1. Pan1p shares homology with the mammalian clathrin adaptor-associated protein; eps15. Both proteins contain multiple EH (eps15 homology) domains; a motif proposed to mediate protein-protein interactions. Phalloidin labeling of filamentous actin revealed profound defects in the actin cytoskeleton in both dim mutants. EM analysis revealed that the dim mutants accumulate vesicles and tubulo-vesicular structures reminiscent of mammalian early endosomes. In addition; the accumulation of novel | 8978817 | [
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A novel fluorescence-activated cell sorter-based screen for yeast endocytosis mutants identifies a yeast homologue of mammalian eps15. | plasma membrane invaginations where endocytosis is likely to occur were visualized in the mutants by electron microscopy using cationized ferritin as a marker for the endocytic pathway. This new screening strategy demonstrates a role for She4p and Pan1p in endocytosis; and provides a new general method for the identification of additional endocytosis mutants. | 8978817 | [
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Exclusion of CD45 inhibits activity of p56lck associated with glycolipid-enriched membrane domains. | p56lck (Lck) is a lymphoid-specific Src family tyrosine kinase that is critical for T-cell development and activation. Lck is also a membrane protein; and approximately half of the membrane-associated Lck is associated with a glycolipid-enriched membrane (GEM) fraction that is resistant to solubilization by Triton X-100 (TX-100). To compare the membrane-associated Lck present in the GEM and TX-100-soluble fractions of Jurkat cells; Lck from each fraction was immunoblotted with antibody to phosphotyrosine. L | 8978819 | [
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Exclusion of CD45 inhibits activity of p56lck associated with glycolipid-enriched membrane domains. | ck in the GEM fraction was found to be hyperphosphorylated on tyrosine; and this correlated with a lower kinase specific activity relative to the TX-100-soluble Lck. Peptide mapping and phosphatase diagests showed that the hyperphosphorylation and lower kinase activity of GEM-associated Lck was due to phosphorylation of the regulatory COOH-terminal Tyr505. In addition; we determined that the membrane-bound tyrosine phosphatase CD45 was absent from the GEM fraction. Cells lacking CD45 showed identical phosph | 8978819 | [
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Exclusion of CD45 inhibits activity of p56lck associated with glycolipid-enriched membrane domains. | orylation of Lck in GEM and TX-100-soluble membranes. We propose that the GEM fraction represents a specific membrane domain present in T-cells; and that the hyperphosphorylation of tyrosine and lower kinase activity of GEM-associated Lck is due to exclusion of CD45 from these domains. Lck associated with the GEM domains may therefore consitute a reservoir of enzyme that can be readily activated. | 8978819 | [
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alpha-Tubulin limits its own synthesis: evidence for a mechanism involving translational repression. | A Chinese hamster alpha-tubulin cDNA was modified to encode an 11-amino acid carboxyl-terminal extension containing the immunodominant epitope from influenza hemagglutinin antigen (to create HA alpha 1-tubulin) and was cloned into a vector for expression in mammalian cells. 12 stable CHO cell lines expressing this HA alpha 1-tubulin were isolated and characterized. HA alpha 1-tubulin incorporated into all classes of microtubules; assembled to the same extent as the endogenous tubulin; and did not perturb th | 8978820 | [
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alpha-Tubulin limits its own synthesis: evidence for a mechanism involving translational repression. | e growth of the cells in which it was expressed. However; overexpression of HA alpha 1-tubulin strongly repressed the synthesis of endogenous alpha-tubulin while having little or no effect on the synthesis of beta-tubulin. Treatment of transfected cells with sodium butyrate to induce even greater expression of HA alpha 1-tubulin led to a further decrease in synthesis of endogenous alpha-tubulin that was fully reversible upon removal of the inducer. Decreased synthesis of alpha-tubulin in transfected cells d | 8978820 | [
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alpha-Tubulin limits its own synthesis: evidence for a mechanism involving translational repression. | id not result from decreased levels of alpha-tubulin mRNA; as demonstrated by ribonuclease protection assays. On the other hand; colchicine; a drug previously shown to destabilize the tubulin message; caused a clear reduction in both protein synthesis and mRNA levels for transfected HA alpha 1-tubulin and endogenous alpha-tubulin; thus indicating that the decreased alpha-tubulin synthesis observed as a result of HA alpha 1-tubulin overexpression is distinct from the previously described autoregulation of tu | 8978820 | [
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alpha-Tubulin limits its own synthesis: evidence for a mechanism involving translational repression. | bulin. The results are consistent with a mechanism in which free alpha-tubulin inhibits the translation of its own message as a way of ensuring stoichiometric synthesis of alpha- and beta-tubulin. | 8978820 | [
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Actin and myosin function in directed vacuole movement during cell division in Saccharomyces cerevisiae. | During cell division; cytoplasmic organelles are not synthesized de novo; rather they are replicated and partitioned between daughter cells. Partitioning of the vacuole in the budding yeast Saccharomyces cerevisiae is coordinated with the cell cycle and involves a dramatic translocation of a portion of the parental organelle from the mother cell into the bud. While the molecular mechanisms that mediate this event are unknown; the vacuole's rapid and directed movements suggest cytoskeleton involvement. To id | 8978821 | [
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Actin and myosin function in directed vacuole movement during cell division in Saccharomyces cerevisiae. | entify cytoskeletal components that function in this process; vacuole inheritance was examined in a collection of actin mutants. Six strains were identified as being defective in vacuole inheritance. Tetrad analysis verified that the defect cosegregates with the mutant actin gene. One strain with a deletion in a myosin-binding region was analyzed further. The vacuole inheritance defect in this strain appears to result from the loss of a specific actin function; the actin cytoskeleton is intact and protein t | 8978821 | [
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Actin and myosin function in directed vacuole movement during cell division in Saccharomyces cerevisiae. | argeting to the vacuole is normal. Consistent with these findings; a mutation in the actin-binding domain of Myo2p; a class V unconventional myosin; abolishes vacuole inheritance. This suggests that Myo2p serves as a molecular motor for vacuole transport along actin filaments. The location of actin and Myo2p relative to the vacuole membrane is consistent with this model. Additional studies suggest that the actin filaments used for vacuole transport are dynamic; and that profilin plays a critical role in reg | 8978821 | [
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Actin and myosin function in directed vacuole movement during cell division in Saccharomyces cerevisiae. | ulating their assembly. These results present the first demonstration that specific cytoskeletal proteins function in vacuole inheritance. | 8978821 | [
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A role for N-myristoylation in protein targeting: NADH-cytochrome b5 reductase requires myristic acid for association with outer mitochondrial but not ER membranes. | N-myristoylation is a cotranslational modification involved in protein-protein interactions as well as in anchoring polypeptides to phospholipid bilayers; however; its role in targeting proteins to specific subcellular compartments has not been clearly defined. The mammalian myristoylated flavoenzyme NADH-cytochrome b5 reductase is integrated into ER and mitochondrial outer membranes via an anchor containing a stretch of 14 uncharged amino acids downstream to the NH2-terminal myristoylate glycine. Since pre | 8978818 | [
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A role for N-myristoylation in protein targeting: NADH-cytochrome b5 reductase requires myristic acid for association with outer mitochondrial but not ER membranes. | vious studies suggested that the anchoring function could be adequately carried out by the 14 uncharged residues; we investigated a possible role for myristic acid in reductase targeting. The wild type (wt) and a nonmyristoylatable reductase mutant (gly2-->ala) were stably expressed in MDCK cells; and their localization was investigated by immunofluorescence; immuno-EM; and cell fractionation. By all three techniques; the wt protein localized to ER and mitochondria; while the nonmyristoylated mutant was fou | 8978818 | [
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A role for N-myristoylation in protein targeting: NADH-cytochrome b5 reductase requires myristic acid for association with outer mitochondrial but not ER membranes. | nd only on ER membranes. Pulse-chase experiments indicated that this altered steady state distribution was due to the mutant's inability to target to mitochondria; and not to its enhanced instability in that location. Both wt and mutant reductase were resistant to Na2CO3 extraction and partitioned into the detergent phase after treatment of a membrane fraction with Triton X-114; demonstrating that myristic acid is not required for tight anchoring of reductase to membranes. Our results indicate that myristoy | 8978818 | [
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A role for N-myristoylation in protein targeting: NADH-cytochrome b5 reductase requires myristic acid for association with outer mitochondrial but not ER membranes. | lated reductase localizes to ER and mitochondria by different mechanisms; and reveal a novel role for myristic acid in protein targeting. | 8978818 | [
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Translocation of Src kinase to the cell periphery is mediated by the actin cytoskeleton under the control of the Rho family of small G proteins. | We have isolated Swiss 3T3 subclones that are resistant to the mitogenic and morphological transforming effects of v-Src as a consequence of aberrant translocation of the oncoprotein under low serum conditions. In chicken embryo and NIH 3T3 fibroblasts under similar conditions; v-Src rapidly translocates from the perinuclear region to the focal adhesions upon activation of the tyrosine kinase; resulting in downstream activation of activator protein-1 and mitogen-activated protein kinase; which are required | 8978822 | [
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Translocation of Src kinase to the cell periphery is mediated by the actin cytoskeleton under the control of the Rho family of small G proteins. | for the mitogenic and transforming activity of the oncoprotein. Since serum deprivation induces cytoskeletal disorganization in Swiss 3T3; we examined whether regulators of the cytoskeleton play a role in the translocation of v-Src; and also c-Src; in response to biological stimuli. Actin stress fibers and translocation of active v-Src to focal adhesions in quiescent Swiss 3T3 cells were restored by microinjection of activated Rho A and by serum. Double labeling with anti-Src and phalloidin demonstrated tha | 8978822 | [
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Translocation of Src kinase to the cell periphery is mediated by the actin cytoskeleton under the control of the Rho family of small G proteins. | t v-Src localized along the reformed actin filaments in a pattern that would be consistent with trafficking in complexes along the stress fibers to focal adhesions. Furthermore; treatment with the actin-disrupting drug cytochalasin D; but not the microtubule-disrupting drug nocodazole; prevented v-Src translocation. In addition to v-Src; we observed that PDGF-induced; Rac-mediated membrane ruffling was accompanied by translocation of c-Src from the cytoplasm to the plasma membrane; an effect that was also b | 8978822 | [
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Translocation of Src kinase to the cell periphery is mediated by the actin cytoskeleton under the control of the Rho family of small G proteins. | locked by cytochalasin D. Thus; we conclude that translocation of Src from its site of synthesis to its site of action at the cell membrane requires an intact cytoskeletal network and that the small G proteins of the Rho family may specify the peripheral localization in focal adhesions or along the membrane; mediated by their effects on the cytoskeleton. | 8978822 | [
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Native chick laminin-4 containing the beta 2 chain (s-laminin) promotes motor axon growth. | After denervation of muscle; motor axons reinnervate original synaptic sites. A recombinant fragment of the synapse specific laminin beta 2 chain (s-laminin) was reported to inhibit motor axon growth. Consequently; a specific sequence (leucine-arginine-glutamate; LRE) of the laminin beta 2 chain was proposed to act as a stop signal and to mediate specific reinnervation at the neuromuscular junction (Porter; B.E.; J. Weis; and J.R. Sanes. 1995. Neuron. 14:549-559). We demonstrate here that native chick lamin | 8978824 | [
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Native chick laminin-4 containing the beta 2 chain (s-laminin) promotes motor axon growth. | in-4; which contains the beta 2 chain and is present in the synaptic basement membrane; does not inhibit but rather promotes motor axon growth. In native heterotrimeric laminin; the LRE sequence of the beta 2 chain is found in a triple coiled-coil region that is formed by all three subunits. We show here that the effect of LRE depends on the structural context. Whereas a recombinant randomly coiled LRE peptide indeed inhibited outgrowth by chick motoneurons; a small recombinant triple coiled-coil protein co | 8978824 | [
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Native chick laminin-4 containing the beta 2 chain (s-laminin) promotes motor axon growth. | ntaining this sequence did not. | 8978824 | [
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Functional N-methyl-D-aspartate receptors in O-2A glial precursor cells: a critical role in regulating polysialic acid-neural cell adhesion molecule expression and cell migration. | The capacity for long-distance migration of the oligodendrocyte precursor cell; oligodendrocyte-type 2 astrocyte (O-2A); is essential for myelin formation. To study the molecular mechanisms that control this process; we used an in vitro migration assay that uses neurohypophysial explants. We provide evidence that O-2A cells in these preparations express functional N-methyl-D-aspartate (NMDA) receptors; most likely as homomeric complexes of the NR1 subunit. We show that NMDA evokes an increase in cytosolic C | 8978823 | [
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Functional N-methyl-D-aspartate receptors in O-2A glial precursor cells: a critical role in regulating polysialic acid-neural cell adhesion molecule expression and cell migration. | a2+ that can be blocked by the NMDA receptor antagonist AP-5 and by Mg2+. Blocking the activity of these receptors dramatically diminished O-2A cell migration from explants. We also show that NMDA receptor activity is necessary for the expression by O-2A cells of the highly sialylated polysialic acid-neural cell adhesion molecule (PSA-NCAM) that is required for their migration. Thus; glutamate or glutamate receptor ligands may regulate O-2A cell migration by modulating expression of PSA-NCAM. These studies | 8978823 | [
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Functional N-methyl-D-aspartate receptors in O-2A glial precursor cells: a critical role in regulating polysialic acid-neural cell adhesion molecule expression and cell migration. | demonstrate how interactions between ionotropic receptors; intracellular signaling; and cell adhesion molecule expression influence cell surface properties; which in turn are critical determinants of cell migration. | 8978823 | [
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Cell adhesion molecules NgCAM and axonin-1 form heterodimers in the neuronal membrane and cooperate in neurite outgrowth promotion. | The axonal surface glycoproteins neuronglia cell adhesion molecule (NgCAM) and axonin-1 promote cell-cell adhesion; neurite outgrowth and fasciculation; and are involved in growth cone guidance. A direct binding between NgCAM and axonin-1 has been demonstrated using isolated molecules conjugated to the surface of fluorescent microspheres. By expressing NgCAM and axonin-1 in myeloma cells and performing cell aggregation assays; we found that NgCAM and axonin-1 cannot bind when present on the surface of diffe | 8978825 | [
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Cell adhesion molecules NgCAM and axonin-1 form heterodimers in the neuronal membrane and cooperate in neurite outgrowth promotion. | rent cells. In contrast; the cocapping of axonin-1 upon antibody-induced capping of NgCAM on the surface of CV-1 cells coexpressing NgCAM and axonin-1 and the selective chemical cross-linking of the two molecules in low density cultures of dorsal root ganglia neurons indicated a specific and direct binding of axonin-1 and Ng-CAM in the plane of the same membrane. Suppression of the axonin-1 translation by antisense oligonucleotides prevented neurite outgrowth in dissociated dorsal root ganglia neurons cultu | 8978825 | [
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Cell adhesion molecules NgCAM and axonin-1 form heterodimers in the neuronal membrane and cooperate in neurite outgrowth promotion. | red on an NgCAM substratum; indicating that neurite outgrowth on NgCAM substratum requires axonin-1. Based on these and previous results; which implicated NgCAM as the neuronal receptor involved in neurite outgrowth on NgCAM substratum; we concluded that neurite outgrowth on an NgCAM substratum depends on two essential interactions of growth cone NgCAM: a trans-interaction with substratum NgCAM and a cis-interaction with axonin-1 residing in the same growth cone membrane. | 8978825 | [
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Angiotensin II regulation of neuromodulation: downstream signaling mechanism from activation of mitogen-activated protein kinase. | Angiotensin II (Ang II) stimulates expression of tyrosine hydroxylase and norepinephrine transporter genes in brain neurons; however; the signal-transduction mechanism is not clearly defined. This study was conducted to determine the involvement of the mitogen-activated protein (MAP) kinase signaling pathway in Ang II stimulation of these genes. MAP kinase was localized in the perinuclear region of the neuronal soma. Ang II caused activation of MAP kinase and its subsequent translocation from the cytoplasmi | 8978826 | [
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Angiotensin II regulation of neuromodulation: downstream signaling mechanism from activation of mitogen-activated protein kinase. | c to nuclear compartment; both effects being mediated by AT1 receptor subtype. Ang II also stimulated SRE- and AP1-binding activities and fos gene expression and its translocation in a MAP kinase-dependent process. These observations are the first demonstration of a downstream signaling pathway involving MAP kinase in Ang II-mediated neuromodulation in noradrenergic neurons. | 8978826 | [
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Identification of a cytoplasmic domain important in the polarized expression and clustering of the Kv2.1 K+ channel. | The voltage-sensitive K+ channel Kv2.1 has a polarized and clustered distribution in neurons. To investigate the basis for this localization; we expressed wild-type Kv2.1 and two COOH-terminal truncation mutants; delta C318 and delta C187; in polarized epithelial MDCK cells. These functional channel proteins had differing subcellular localization; in that while both wild-type Kv2.1 and delta C187 localized to the lateral membrane in high density clusters; delta C318 was expressed uniformly on both apical an | 8978827 | [
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Identification of a cytoplasmic domain important in the polarized expression and clustering of the Kv2.1 K+ channel. | d lateral membranes. A chimeric protein containing the hemagglutinin protein from influenza virus and the region of Kv2.1 that differentiates the two truncation mutants (amino acids 536-666) was also expressed in MDCK cells; where it was found in high density clusters similar to those observed for Kv2.1. Polarized expression and clustering of Kv2.1 correlates with detergent solubility; suggesting that interaction with the detergent insoluble cytoskeleton may be necessary for proper localization of this chan | 8978827 | [
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Identification of a cytoplasmic domain important in the polarized expression and clustering of the Kv2.1 K+ channel. | nel. | 8978827 | [
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Integrins can collaborate with growth factors for phosphorylation of receptor tyrosine kinases and MAP kinase activation: roles of integrin aggregation and occupancy of receptors. | Integrins mediate cell adhesion; migration; and a variety of signal transduction events. These integrin actions can overlap or even synergize with those of growth factors. We examined for mechanisms of collaboration or synergy between integrins and growth factors involving MAP kinases; which regulate many cellular functions. In cooperation with integrins; the growth factors EGF; PDGF-BB; and basic FGF each produced a marked; transient activation of the ERK (extracellular signal-regulated kinase) class of MA | 8978828 | [
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Integrins can collaborate with growth factors for phosphorylation of receptor tyrosine kinases and MAP kinase activation: roles of integrin aggregation and occupancy of receptors. | P kinase; but only if the integrins were both aggregated and occupied by ligand. Transmembrane accumulation of total tyrosine-phosphorylated proteins; as well as nonsynergistic MAP kinase activation; could be induced by simple integrin aggregation; whereas enhanced transient accumulation of the EGF-receptor substrate eps8 required integrin aggregation and occupancy; as well as EGF treatment. Each type of growth factor receptor was itself induced to aggregate transiently by integrin ligand-coated beads in a | 8978828 | [
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Integrins can collaborate with growth factors for phosphorylation of receptor tyrosine kinases and MAP kinase activation: roles of integrin aggregation and occupancy of receptors. | process requiring both aggregation and occupancy of integrin receptors; but not the presence of growth factor ligand. Synergism was also observed between integrins and growth factors for triggering tyrosine phosphorylation of EGF; PDGF; and FGF receptors. This collaborative response also required both integrin aggregation and occupancy. These studies identify mechanisms in the signal transduction response to integrins and growth factors that require various combinations of integrin aggregation and ligands f | 8978828 | [
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Expression of N-cadherin by human squamous carcinoma cells induces a scattered fibroblastic phenotype with disrupted cell-cell adhesion. | E-cadherin is a transmembrane glycoprotein that mediates calcium-dependent; homotypic cell-cell adhesion and plays an important role in maintaining the normal phenotype of epithelial cells. Disruption of E-cadherin activity in epithelial cells correlates with formation of metastatic tumors. Decreased adhesive function may be implemented in a number of ways including: (a) decreased expression of E-cadherin; (b) mutations in the gene encoding E-cadherin; or (c) mutations in the genes that encode the catenins; | 8978829 | [
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Expression of N-cadherin by human squamous carcinoma cells induces a scattered fibroblastic phenotype with disrupted cell-cell adhesion. | proteins that link the cadherins to the cytoskeleton and are essential for cadherin mediated cell-cell adhesion. In this study; we explored the possibility that inappropriate expression of a nonepithelial cadherin by an epithelial cell might also result in disruption of cell-cell adhesion. We showed that a squamous cell carcinoma-derived cell line expressed N-cadherin and displayed a scattered fibroblastic phenotype along with decreased expression of E- and P-cadherin. Transfection of this cell line with a | 8978829 | [
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Expression of N-cadherin by human squamous carcinoma cells induces a scattered fibroblastic phenotype with disrupted cell-cell adhesion. | ntisense N-cadherin resulted in reversion to a normal-appearing squamous epithelial cell with increased E- and P-cadherin expression. In addition; transfection of a normal-appearing squamous epithelial cell line with N-cadherin resulted in downregulation of both E- and P-cadherin and a scattered fibroblastic phenotype. In all cases; the levels of expression of N-cadherin and E-cadherin were inversely related to one another. In addition; we showed that some squamous cell carcinomas expressed N-cadherin in si | 8978829 | [
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Expression of N-cadherin by human squamous carcinoma cells induces a scattered fibroblastic phenotype with disrupted cell-cell adhesion. | tu and those tumors expressing N-cadherin were invasive. These studies led us to propose a novel mechanism for tumorigenesis in squamous epithelial cells; i.e.; inadvertent expression of a nonepithelial cadherin. | 8978829 | [
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HEMCAM, an adhesion molecule expressed by c-kit+ hemopoietic progenitors. | We have characterized the adhesion molecule HEMCAM; which is expressed by hemopoietic progenitors of embryonic bone marrow. HEMCAM belongs to the immunoglobulin superfamily and consists of the V-V-C2-C2-C2 Ig domains. There are three mRNA splice variants. One has a short cytoplasmic tail; another has a long tail; while the third seems to lack transmembrane and cytoplasmic regions. Except for the NH2-terminal sequence; HEMCAM is identical to gicerin; a molecular involved in neurite outgrowth and Wilm's kidne | 8978830 | [
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HEMCAM, an adhesion molecule expressed by c-kit+ hemopoietic progenitors. | y tumor progression in the chicken and it is significantly homologous with MUC18 a molecule involved in melanoma progression and metastasis in human beings. In the bone marrow the HEMCAM+ cell population contains c-kit+ subsets. HEMCAM+ cells coexpressing the receptor tyrosine kinase c-kit give rise to T cells at a frequency of 0.17 when injected intrathymically in congenic animals. As HEMCAM+; c-kit+ cells differentiate into myeloid and erythroid CFU's the double-positive cell population seems to contain p | 8978830 | [
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HEMCAM, an adhesion molecule expressed by c-kit+ hemopoietic progenitors. | recursors for multiple lineages. HEMCAM promotes cell-cell adhesion of transfected cells. Cross-linking of murine HEMCAM leads to cell spreading of T-lymphocyte progenitors adhering to the vascular adhesion molecules; PECAM-1 and VCAM-1. Thus; HEMCAM is likely to be involved in cellular adhesion and homing processes. | 8978830 | [
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Rescue of mammary epithelial cell apoptosis and entactin degradation by a tissue inhibitor of metalloproteinases-1 transgene. | We have used transgenic mice overexpressing the human tissue inhibitor of metalloproteinases (TIMP)-1 gene under the control of the ubiquitous beta-actin promoter/enhancer to evaluate matrix metalloproteinase (MMP) function in vivo in mammary gland growth and development. By crossing the TIMP-1 transgenic animals with mice expressing an autoactivating stromelysin-1 transgene targeted to mammary epithelial cells; we obtained a range of mice with genetically engineered proteolytic levels. The alveolar epithel | 8978831 | [
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Rescue of mammary epithelial cell apoptosis and entactin degradation by a tissue inhibitor of metalloproteinases-1 transgene. | ial cells of mice expressing autoactivating stromelysin-1 underwent unscheduled apoptosis during late pregnancy. When stromelysin-1 transgenic mice were crossed with mice overexpressing TIMP-1; apoptosis was extinguished. Entactin (nidogen) was a specific target for stromelysin-1 in the extracellular matrix. The enhanced cleavage of basement membrane entactin to above-normal levels was directly related to the apoptosis of overlying mammary epithelial cells and paralleled the extracellular MMP activity. Thes | 8978831 | [
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Rescue of mammary epithelial cell apoptosis and entactin degradation by a tissue inhibitor of metalloproteinases-1 transgene. | e results provide direct evidence for cleavage of an extracellular matrix molecule by an MMP in vivo. | 8978831 | [
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Indole derivatives as a new class of steroid 5 alpha-reductase inhibitors. | A series of indole derivatives with varied substituents on the alpha; beta-unsaturated double bond were synthesized and evaluated for their ability to inhibit rat prostatic 5 alpha-reductase. Compounds possessing an ethyl substituent at the beta-position of the double bond showed potent inhibitory activity. Among them; (Z)-4-{2-[[3-[1-(4;4'-difluorobenzhydryl)indol-5-yl]-2-pentenoy l]- amino]phenoxy}butyric acid (16; KF20405) showed the maximum potency with an IC50 value of 0.48 +/- 0.086 nM; which was 20-f | 8978835 | [
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Indole derivatives as a new class of steroid 5 alpha-reductase inhibitors. | old higher potency than 1 (MK-906). Compound 16 effectively inhibited DHT production 4 h after a 3 mg/kg oral administration. Several potent indole derivatives; 1 and 2 ((+/-)-ONO-3805); were tested versus rat and human isozymes. Nonsteroidal inhibitors such as indole derivatives and 2 were 2-3 orders of magnitude less potent for human type 2 isozyme than steroidal inhibitor 1 and expressed a significant species deference for these isozymes. | 8978835 | [
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Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone. | Pioglitazone (5-(4-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2;4-thiazolidinedione; 2) is a prototypical antidiabetic thiazolidinedione that had been evaluated for possible clinical development. Metabolites 6-9 have been identified after dosing of rats and dogs. Ketone 10 has not yet been identified as a metabolite but has been added to the list as a putative metabolite by analogy to alcohol 6 and ketone 7. We have developed improved syntheses of pioglitazone (2) metabolites 6-9 and the putative metabolite keton | 8978836 | [
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Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone. | e 10. These entities have been compared in the KKAy mouse model of human type-II diabetes to pioglitazone (2). Ketone 10 has proven to be the most potent of these thiazolidinedinediones in this in vivo assay. When 6-10 were compared in vitro in the 3T3-L1 cell line to 2; for their ability to augment insulin-stimulated lipogenesis; 10 was again the most potent compound with 6; 7 and 9 roughly equivalent to 2. These data suggest that metabolites 6; 7 and 9 are likely to contribute to the pharmacological activ | 8978836 | [
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Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone. | ity of pioglitazone (2); as had been previously reported for ciglitazone (1). | 8978836 | [
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Bicyclic N-hydroxyurea inhibitors of 5-lipoxygenase: pharmacodynamic, pharmacokinetic, and in vitro metabolic studies characterizing N-hydroxy-N-(2,3-dihydro-6-(phenylmethoxy)-3-benzofuranyl)urea. | A series of N-hydroxyurea derivatives have been prepared and examined as inhibitors of 5-lipoxygenase. Oral activity was established by examining the inhibition of LTB4 biosynthesis in an ex vivo assay in the mouse. The pharmacodynamic performance in the mouse of selected compounds was assessed using an ex vivo LTB4 assay and an adoptive peritoneal anaphylaxis assay at extended pretreat times. Compounds with an extended duration of action were re-examined as the individual enantiomers in the ex vivo assay; | 8978834 | [
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Bicyclic N-hydroxyurea inhibitors of 5-lipoxygenase: pharmacodynamic, pharmacokinetic, and in vitro metabolic studies characterizing N-hydroxy-N-(2,3-dihydro-6-(phenylmethoxy)-3-benzofuranyl)urea. | and the (S) enantiomer of N-hydroxy-N-[2;3-dihydro-6-(phenylmethoxy)-3-benzofuranyl]urea; (+)-1a (SB 202235); was selected as the compound with the best overall profile. Higher plasma concentrations and longer plasma half-lives were found for (+)-1a relative to its enantiomer in the mouse; monkey; and dog. In vitro metabolic studies in mouse liver microsomes established enantiospecific glucuronidation as a likely mechanism for the observed differences between the enantiomers of 1a. Enantioselective glucuron | 8978834 | [
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Bicyclic N-hydroxyurea inhibitors of 5-lipoxygenase: pharmacodynamic, pharmacokinetic, and in vitro metabolic studies characterizing N-hydroxy-N-(2,3-dihydro-6-(phenylmethoxy)-3-benzofuranyl)urea. | idation favoring (-)-1a was also found in human liver microsomes. | 8978834 | [
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Structure-based alignment and comparative molecular field analysis of acetylcholinesterase inhibitors. | The method of comparative molecular field analysis (CoMFA) was used to develop quantitative structure-activity relationships for physostigmine; 9-amino-1;2;3;4-tetrahydroacridine (THA); edrophonium (EDR); and other structurally diverse inhibitors of acetylcholinesterase (AChE). The availability of the crystal structures of enzyme/inhibitor complexes (EDR/AChE; THA/AChE; and decamethonium (DCM)/AChE) (Harel; M.; et al. Quaternary ligand binding to aromatic residues in the active-site gorge of acetylcholinest | 8978837 | [
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Structure-based alignment and comparative molecular field analysis of acetylcholinesterase inhibitors. | erase. Proc. Natl. Acad. Sci. U.S.A. 1993; 90; 9031-9035) provided information regarding not only the active conformation of the inhibitors but also the relative mutual orientation of the inhibitors in the active site of the enzyme. Crystallographic conformations of EDR and THA were used as templates onto which additional inhibitors were superimposed. The application of cross-validated R2 guided region selection method; recently developed in this laboratory (Cho; S.J.; Tropsha; A. Cross-Validated R2 Guided | 8978837 | [
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Structure-based alignment and comparative molecular field analysis of acetylcholinesterase inhibitors. | Region Selection for Comparative Molecular Field Analysis (CoMFA): A Simple Method to Achieve Consistent Results. J. Med. Chem. 1995; 38; 1060-1066); to 60 AChE inhibitors led to a highly predictive CoMFA model with the q2 of 0.734. | 8978837 | [
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Design, synthesis, and evaluation of nonpeptidic inhibitors of human rhinovirus 3C protease. | The design; synthesis; and biological evaluation of reversible; nonpeptidic inhibitors of human rhinovirus (HRV) 3C protease (3CP) are reported. A novel series of 2;3-dioxindoles (isatins) were designed that utilized a combination of protein structure-based drug design; molecular modeling; and structure-activity relationship (SAR). The C-2 carbonyl of isatin was envisioned to react in the active site of HRV 3CP with the cysteine responsible for catalytic proteolysis; thus forming a stabilized transition sta | 8978838 | [
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Design, synthesis, and evaluation of nonpeptidic inhibitors of human rhinovirus 3C protease. | te mimic. Molecular-modeling experiments using the apo crystal structure of human rhinovirus-serotype 14 (HRV-14) 3CP and a peptide substrate model allowed us to design recognition features into the P1 and P2 subsites; respectively; from the 5- and 1-positions of isatin. Attempts to optimize recognition properties in the P1 subsite using SAR at the 5-position were performed. In addition; a series of ab initio calculations were carried out on several 5-substituted isatins to investigate the stability of sulf | 8978838 | [
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Design, synthesis, and evaluation of nonpeptidic inhibitors of human rhinovirus 3C protease. | ide adducts at C-3. The inhibitors were prepared by general synthetic methods; starting with commercially available 5-substituted isatins in nearly every case. All compounds were tested for inhibition of purified HRV-14 3CP. Compounds 8; 14; and 19 were found to have excellent selectivity for HRV-14 3CP compared to other proteolytic enzymes; including chymotrypsin and cathepsin B. Selected compounds were assayed for antiviral activity against HRV-14-infected HI-HeLa cells. A 2.8 A cocrystal structure of der | 8978838 | [
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Design, synthesis, and evaluation of nonpeptidic inhibitors of human rhinovirus 3C protease. | ivative 19 covalently bound to human rhinovirus-serotype 2 (HRV-2) 3CP was solved and revealed that the isatin was situated in essentially the same conformation as modeled. | 8978838 | [
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Synthesis, structure-activity relationships, and molecular modeling studies of N-(indol-3-ylglyoxylyl)benzylamine derivatives acting at the benzodiazepine receptor. | A number of N-(indol-3-ylglyoxylyl)benzylamine derivatives were synthesized and tested for [3H]flunitrazepam displacing activity in bovine brain membranes. Some of these derivatives (9; 12; 14; 15; 17; 27; 34; 35; 38; 41; and 45) exhibited high affinity for the benzodiazepine receptor (BzR) with Ki values ranging from 67 to 11 nM. The GABA ratio and [35S]-tert-butylbicyclophosphorothionate binding data; determined for the most active compounds; showed that they elicit an efficacy profile at the BzR which de | 8978839 | [
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Synthesis, structure-activity relationships, and molecular modeling studies of N-(indol-3-ylglyoxylyl)benzylamine derivatives acting at the benzodiazepine receptor. | pends on the kind of substituent present on the phenyl ring of the benzylamine moiety. Moreover; lengthening (propylamine derivatives 1-3) and shortening (aniline derivatives 46-54) of the distance between the phenyl ring and the amide group of the side chain gave compounds with a drastically lower binding potency. The biological results are discussed in the light of a recently proposed pharmacophore model and compared; by molecular modeling studies; with those obtained from effective BzR ligands. | 8978839 | [
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Synthesis and bioevaluation of delta 7-5-desaturase inhibitors, an enzyme late in the biosynthesis of the fungal sterol ergosterol. | Ergosterol; the predominant sterol of fungi; is postulated to have many cellular functions which include a bulk membrane role and a regulatory role. Studies with sterol auxotrophs show that; even in the presence of sterols which can fulfill the bulk membrane requirements; a small concentration of ergosterol is absolutely necessary for growth. The delta 5-double bond appears to be required for the regulatory role of ergosterol; therefore; development of inhibitors of the enzyme that introduce this double bon | 8978840 | [
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Synthesis and bioevaluation of delta 7-5-desaturase inhibitors, an enzyme late in the biosynthesis of the fungal sterol ergosterol. | d; delta 7-sterol 5-desaturase (5-desaturase); may lead to effective antifungal agents. Within is the first reported synthesis of inhibitors of fungal 5-desaturase and the development of an in vitro tritium efficacy radioassay. The inhibitors were of the general structure 7;22(E)-ergostadien-3 beta-ol with alpha-face heteroatom substituents in the vicinity of C-5. They exhibited IC50 values of 47-149 microM. | 8978840 | [
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2'-O-aminopropyl ribonucleotides: a zwitterionic modification that enhances the exonuclease resistance and biological activity of antisense oligonucleotides. | Oligonucleotides containing 2'-O-aminopropyl-substituted RNA have been synthesized. The 2'-O-(aminopropyl)adenosine (APA); 2'-O-(aminopropyl)cytidine (APC); 2'-O-(aminopropyl)-guanosine (APG); and 2'-O-(aminopropyl)uridine (APU) have been prepared in high yield from the ribonucleoside; protected; and incorporated into an oligonucleotide using conventional phosphoramidite chemistry. Molecular dynamics studies of a dinucleotide in water demonstrates that a short alkylamine located off the 2'-oxygen of ribonuc | 8978841 | [
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2'-O-aminopropyl ribonucleotides: a zwitterionic modification that enhances the exonuclease resistance and biological activity of antisense oligonucleotides. | leotides alters the sugar pucker of the nucleoside but does not form a tight ion pair with the proximate phosphate. A 5-mer with the sequence ACTUC has been characterized using NMR. As predicted from the modeling results; the sugar pucker of the APU moiety is shifted toward a C3'-endo geometry. In addition; the primary amine rotates freely and is not bound electrostatically to any phosphate group; as evidenced by the different sign of the NOE between sugar proton resonances and the signals from the propylam | 8978841 | [
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2'-O-aminopropyl ribonucleotides: a zwitterionic modification that enhances the exonuclease resistance and biological activity of antisense oligonucleotides. | ine chain. Incorporation of aminopropyl nucleoside residues into point-substituted and fully modified oligomers does not decrease the affinity for complementary RNA compared to 2'-O-alkyl substituents of the same length. However; two APU residues placed at the 3'-terminus of an oligomer gives a 100-fold increase in resistance to exonuclease degradation; which is greater than observed for phosphorothioate oligomers. These structural and biophysical characteristics make the 2'-O-aminopropyl group a leading ch | 8978841 | [
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2'-O-aminopropyl ribonucleotides: a zwitterionic modification that enhances the exonuclease resistance and biological activity of antisense oligonucleotides. | oice for incorporation into antisense therapeutics. A 20-mer phosphorothioate oligonucleotide capped with two phosphodiester aminopropyl nucleotides targeted against C-raf mRNA has been transfected into cells via electroporation. This oligonucleotide has 5-10-fold greater activity than the control phosphorothioate for reducing the abundance of C-raf mRNA and protein. | 8978841 | [
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Synthesis and evaluation of two positron-labeled nitric oxide synthase inhibitors, S-[11C]methylisothiourea and S-(2-[18F]fluoroethyl)isothiourea, as potential positron emission tomography tracers. | In an effort to develop a tracer for probing inducible nitric oxide synthase (iNOS) levels in vivo utilizing positron emission tomography; we have synthesized and evaluated two positron-emitting iNOS selective inhibitors: S-[11C]methylisothiourea (1b) and S-(2-[18F]fluoroethyl)-isothiourea (3b). Prior to fluorine-18 labeling; the nonradioactive fluoro derivative S-(2-fluoroethyl)isothiourea (3a) was prepared and determined to have a 9-fold higher selectivity for iNOS compared to endothelial NOS (eNOS). Radi | 8978842 | [
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Synthesis and evaluation of two positron-labeled nitric oxide synthase inhibitors, S-[11C]methylisothiourea and S-(2-[18F]fluoroethyl)isothiourea, as potential positron emission tomography tracers. | ochemical synthesis of both compounds; in high radiochemical purity and at high specific activity; was accomplished by the S-alkylation reaction of labeled precursors (11CH3I or 18FCH2CH2OTf) with thiourea. An in vitro model; J774 macrophage cell line; was used to assess the uptake of radiolabeled iNOS inhibitor in response to iNOS induction at the cellular level. Increased cell uptake of these two labeled compounds at stimulated iNOS levels; as well as blocking under controlled in vitro conditions; was obs | 8978842 | [
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Synthesis and evaluation of two positron-labeled nitric oxide synthase inhibitors, S-[11C]methylisothiourea and S-(2-[18F]fluoroethyl)isothiourea, as potential positron emission tomography tracers. | erved. Lipophilicity (log P o/w); stability; and tissue biodistribution data of both compounds are reported. Serum stability studies indicate that 3b metabolized much more rapidly compared to the relatively stable 1b in vitro and in vivo. Based on in vitro cell uptake data; both tracers were further evaluated in lipopolysaccharide (LPS)-pretreated rats. LPS has been reported to induce iNOS protein expression in the liver; lung; heart; and kidney and other tissues. The uptake for LPS-pretreated rats (6 h pos | 8978842 | [
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Synthesis and evaluation of two positron-labeled nitric oxide synthase inhibitors, S-[11C]methylisothiourea and S-(2-[18F]fluoroethyl)isothiourea, as potential positron emission tomography tracers. | t-treatment) was significantly increased in the liver; kidney; and heart for 3b at 10 min and in the liver and lung for 1b at 30 min. The results suggest that this first generation of radiolabeled inhibitors may be useful for assessing induction of iNOS in vivo with PET. | 8978842 | [
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Indole inhibitors of human nonpancreatic secretory phospholipase A2. 2. Indole-3-acetamides with additional functionality. | As reported in our previous paper; a series of indole-3-acetamides which possessed potency and selectivity as inhibitors of human nonpancreatic secretory phospholipase A2(hnps-PLA2) was developed. The design of these compounds was based on information derived from x-ray crystal structures determined for complexes between the enzyme and its inhibitors. We describe here the further implementation of this structure-based design strategy and continued SAR development to produce indole-3-acetamides with addition | 8978843 | [
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Indole inhibitors of human nonpancreatic secretory phospholipase A2. 3. Indole-3-glyoxamides. | The preceding papers of this series detail the development of functionalized indole-3-acetamides as inhibitors of hnps-PLA2. We describe here the extension of the structure-activity relationship to include a series of indole-3-glyoxamide derivatives. Functionalized indole-3-glyoxamides with an acidic substituent appended to the 4- or 5-position of the indole ring were prepared and tested as inhibitors of hnps-PLA2. It was found that the indole-3-glyoxamides with a 4-oxyacetic acid substituent had optimal in | 8978844 | [
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Indole inhibitors of human nonpancreatic secretory phospholipase A2. 3. Indole-3-glyoxamides. | hibitory activity. These inhibitors exhibited an improvement in potency over the best of the indole-3-acetamides; and LY315920 (6m) was selected for evaluation clinically as an hnps-PLA2 inhibitor. | 8978844 | [
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Synthesis and phospholipase A2 inhibitory activity of thielocin B3 derivatives. | We prepared several types of derivatives of thielocin B3; a very potent naturally occurring inhibitor for human nonpancreatic secretory PLA2 (sPLA2-II); and conducted a structure-activity relationship study to identify potent sPLA2-II inhibitors with the aim of developing antiinflammatory drugs. The total number of aromatic rings is critical for sPLA2-II inhibition; and the best result was obtained in the case of six rings. The structure of the central part of the inhibitors was not specific; and potent inh | 8978846 | [
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Synthesis and phospholipase A2 inhibitory activity of thielocin B3 derivatives. | ibitors were found among the sulfide; sulfone; ether; methylene; and amino derivatives. Although a diester of the terminal carboxylic acid lost its inhibitory activity; having both of the carboxylic acids was not necessary for expression of activity; as illustrated by a glycine derivative with the benzyl ester group 36. Among the newly synthesized derivatives; 18; 20; 29; and 36 showed very potent human sPLA2-II inhibitory activity comparable to that of natural thielocin B3. Their IC50 values are in the ran | 8978846 | [
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Synthesis and phospholipase A2 inhibitory activity of thielocin B3 derivatives. | ge 0.069-0.14 microM; and they are a class of compounds showing the most potent sPLA2-II inhibition to date. | 8978846 | [
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Studies on disease-modifying antirheumatic drugs: synthesis of novel quinoline and quinazoline derivatives and their anti-inflammatory effect. | In the course of our study aimed at developing new types of DMARDs (disease-modifying antirheumatic drugs); we found that quinoline derivative 1a had a potent anti-inflammatory effect in an adjuvant arthritis (AA) rat model; starting from the potent bone resorption inhibitors justicidins as the lead compounds. Further modification of 1a was performed; and various quinoline and quinazoline derivatives having a heteroaryl moiety on the alkyl side chain at the 2-position of the skeleton were prepared. These co | 8978845 | [
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Studies on disease-modifying antirheumatic drugs: synthesis of novel quinoline and quinazoline derivatives and their anti-inflammatory effect. | mpounds were evaluated for anti-inflammatory effects using the AA rat model. Most of these compounds; especially those having an imidazole or a triazole moiety on the 2-alkyl chain; exhibited a potent effect. Among the compounds synthesized; ethyl 4-(3;4-dimethoxyphenyl)-6;7-dimethoxy-2-(1;2; 4-triazol-1-yl-methyl)quinoline-3-carboxylate (12d); having an ED50 value of 2.6 mg/kg/day (anti-inflammatory effect in an AA rat model; po); was selected as a candidate for further investigation. In vitro; 12d inhibit | 8978845 | [
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Studies on disease-modifying antirheumatic drugs: synthesis of novel quinoline and quinazoline derivatives and their anti-inflammatory effect. | ed mitogen-induced proliferation at 10(-7)-10(-5) M but not prostaglandin E2 production at 10(-5) M. Moreover; 12d preferentially inhibited the IFN-gamma production by Th1-type clones over the IL-4 production by Th2-type clones. This preferential suppression of Th1 cytokine production is considered the essential immunomodulating action of 12d for the present. Synthesis and structure-activity relationships for this novel series of quinoline and quinazoline derivatives are detailed. | 8978845 | [
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Mechanism of selective incorporation of the melanoma seeker 2-thiouracil into growing melanin. | The mechanism of selective incorporation of 2-thiouracil (TU); a highly specific melanoma seeker; into growing melanins was investigated both in vitro and in vivo. Methods used included direct analysis of the melanins; by evaluation of the absorption at 350 nm (A350) and chemical degradation coupled with HPLC quantitation of pigment makers; i.e.; pyrrole-2;3-dicarboxylic acid (PDCA) and pyrrole-2;3;5-tricarboxylic acid (PTCA); as well as biosynthetic experiments involving tyrosinase-catalyzed oxidation of D | 8978847 | [
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Mechanism of selective incorporation of the melanoma seeker 2-thiouracil into growing melanin. | OPA; 5;6-dihydroxyindole (DHI); and 5;6-dihydroxyindole-2-carboxylic acid (DHICA). Injection of radiolabeled TU into melanoma-bearing mice resulted in a rapid incorporation of the drug into the tumor pigment; with a substantial decrease in A350 and in PTCA yields. Similar changes in the absorption properties were observed in biosynthetic melanins prepared in the presence of TU; whereas the yields of PTCA and PDCA varied depending on the pigment precursor used. When incubated with DOPA in the presence of tyr | 8978847 | [
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Mechanism of selective incorporation of the melanoma seeker 2-thiouracil into growing melanin. | osinase; TU profoundly modified the normal course of melanogenesis; favoring formation of a complex mixture of addition products consisting mainly of 6-S-thiouracil-DOPA as well as DHI-TU adducts. The latter were obtained in larger amounts by enzymatic oxidation of DHI in the presence of TU and were identified as the 3- and 2-substituted adducts 1 and 2; the dimer 3; and the trimer 4. Similar reactions carried out on DHICA yielded the 4-substituted adduct 5; the dimer 6; and the trimer 7. A new mechanistic | 8978847 | [
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