Search Results - "Robins, Morris J."

Model Substrate/Inactivation Reactions for MoaA and Ribonucleotide Reductases: Loss of Bromo, Chloro, or Tosylate Groups from C2 of 1,5-Dideoxyhomoribofuranoses upon Generation of an α-Oxy Radical at C3 by Wnuk, Stanislaw F, Mudgal, Mukesh M, Nowak, Ireneusz, Robins, Morris J

“…We report studies on radical-initiated fragmentations of model 1,5-dideoxyhomoribofuranose derivatives with bromo, chloro, and tosyloxy substituents on C2. The…”
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New Methodology for the Deoxygenative Difluoromethylenation of Aldehydes and Ketones; Unexpected Formation of Tetrafluorocyclopropanes by Nowak, Ireneusz, Robins, Morris J

“…Generation of difluoromethylene phosphorus ylides in the presence of aldehydes and ketones results in Wittig-type reactions to give gem-difluoroalkenes…”
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Introduction of a Fluorine Atom at C3 of 3-Deazauridine Shifts Its Antimetabolic Activity from Inhibition of CTP Synthetase to Inhibition of Orotidylate Decarboxylase, an Early Event in the de Novo Pyrimidine Nucleotide Biosynthesis Pathway by Balzarini, Jan, Gago, Federico, Kulik, Wim, van Kuilenburg, André B.P., Karlsson, Anna, Peterson, Matt A., Robins, Morris J.

“…The antimetabolite prodrug 3-deazauridine (3DUrd) inhibits CTP synthetase upon intracellular conversion to its triphosphate, which selectively depletes the…”
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Residues 334 and 338 in Transmembrane Segment 8 of Human Equilibrative Nucleoside Transporter 1 Are Important Determinants of Inhibitor Sensitivity, Protein Folding, and Catalytic Turnover by Visser, Frank, Sun, Lijie, Damaraju, Vijaya, Tackaberry, Tracey, Peng, Yunshan, Robins, Morris J., Baldwin, Stephen A., Young, James D., Cass, Carol E.

“…Equilibrative nucleoside transporters (ENTs) are important for the metabolic salvage of nucleosides and the cellular uptake of antineoplastic and antiviral…”
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Addition of Difluorocarbene to 4‘,5‘-Unsaturated Nucleosides:  Synthesis and Deoxygenation Reactions of Difluorospirocyclopropane Nucleosides1 by Nowak, Ireneusz, Robins, Morris J

“…Synthetic routes to 4‘-(2,2-difluorospirocyclopropane) analogues of adenosine, cytidine, and uridine are described. Treatment of…”
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Uridine binding motifs of human concentrative nucleoside transporters 1 and 3 produced in Saccharomyces cerevisiae by Zhang, Jing, Visser, Frank, Vickers, Mark F, Lang, Thack, Robins, Morris J, Nielsen, Lars P C, Nowak, Ireneusz, Baldwin, Stephen A, Young, James D, Cass, Carol E

“…An extensive series of structural analogs of uridine that differed in substituents in the sugar and/or base moieties were subjected to inhibitor-sensitivity…”
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Uridine binding and transportability determinants of human concentrative nucleoside transporters by Zhang, Jing, Smith, Kyla M, Tackaberry, Tracey, Visser, Frank, Robins, Morris J, Nielsen, Lars P C, Nowak, Ireneusz, Karpinski, Edward, Baldwin, Stephen A, Young, James D, Cass, Carol E

“…Human concentrative nucleoside transporters 1, 2, and 3 (hCNT1, hCNT2, and hCNT3) exhibit different functional characteristics, and a better understanding of…”
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A Refined Model of the HCV NS5A Protein Bound to Daclatasvir Explains Drug-Resistant Mutations and Activity against Divergent Genotypes by Barakat, Khaled H, Anwar-Mohamed, Anwar, Tuszynski, Jack A, Robins, Morris J, Tyrrell, D. Lorne, Houghton, Michael

“…Many direct-acting antiviral agents (DAAs) that selectively block hepatitis C virus (HCV) replication are currently under development. Among these agents is…”
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Trifluoromethylation of alkenyl bromides and iodides (including 5-iodouracils) with (CF3)2Hg and Cu (trifluoromethylcopper) by NOWAK, Ireneusz, ROBINS, Morris J

“…Bromo- and iodoalkenes undergo trifluoromethylation efficiently in DMA with "CF3Cu" generated from (CF3)2Hg and Cu. Variable stereochemical inversion is…”
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Azoles as Suzuki cross-coupling leaving groups: syntheses of 6-arylpurine 2'-deoxynucleosides and nucleosides from 6-(imidazol-1-yl)- and 6-(1,2,4-triazol-4-yl)purine derivatives by Liu, Jiangqiong, Robins, Morris J

“…[reaction: see text] 6-(Imidazol-1-yl)-, 6-(benzimidazol-1-yl)-, and 6-(1,2,4-triazol-4-yl)purine nucleosides undergo a nickel-mediated C-C cross-coupling of…”
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Structure and Synthesis of 6-(Substituted-imidazol-1-yl)purines:  Versatile Substrates for Regiospecific Alkylation and Glycosylation at N91 by Zhong, Minghong, Nowak, Ireneusz, Cannon, John F, Robins, Morris J

“…X-ray crystal structures of several 6-(azolyl)purine base and nucleoside derivatives show essentially coplanar conformations of the purine and appended…”
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Characterization of the Transport Mechanism and Permeant Binding Profile of the Uridine Permease Fui1p of Saccharomyces cerevisiae by Zhang, Jing, Smith, Kyla M., Tackaberry, Tracey, Sun, Xuejun, Carpenter, Pat, Slugoski, Melissa D., Robins, Morris J., Nielsen, Lars P.C., Nowak, Ireneusz, Baldwin, Stephen A., Young, James D., Cass, Carol E.

“…The uptake of Urd into the yeast Saccharomyces cerevisiae is mediated by Fui1p, a Urd-specific nucleoside transporter encoded by the FUI1 gene and a member of…”
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Stereodefined Synthesis of O3‘-Labeled Uracil Nucleosides. 3‘-[17O]-2‘-Azido-2‘-deoxyuridine 5‘-Diphosphate as a Probe for the Mechanism of Inactivation of Ribonucleotide Reductases by Wnuk, Stanislaw F, Chowdhury, Saiful M, Garcia, Pedro I, Robins, Morris J

“…Thermolysis of a 2‘-[16O]-O-benzoyl-[17O]-5‘-O-(tert-butyldimethylsilyl)-O 2,3‘-cyclouridine derivative gave the more stable 3‘-[17O]-O-benzoyl-[16O]-…”
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Fluoro, Alkylsulfanyl, and Alkylsulfonyl Leaving Groups in Suzuki Cross-Coupling Reactions of Purine 2‘-Deoxynucleosides and Nucleosides by Liu, Jiangqiong, Robins, Morris J

“…Protected 2‘-deoxynucleoside and nucleoside derivatives of 6-fluoropurine, 6-(3-methylbutyl)sulfanylpurine, and 6-(3-methylbutyl)ylsulfonylpurine undergo…”
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Two Distinct Molecular Mechanisms Underlying Cytarabine Resistance in Human Leukemic Cells by JIE CAI, DAMARAJU, Vijaya L, GROULX, Normand, MOWLES, Delores, YUNSHAN PENG, ROBINS, Morris J, CASS, Carol E, GROS, Philippe

“…To understand the mechanism of cellular resistance to the nucleoside analogue cytarabine (1-beta-D-arabinofuranosylcytosine, AraC), two resistant derivatives…”
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Regiospecific N9 alkylation of 6-(heteroaryl)purines : Shielding of N7 by a proximal heteroaryl C-H by MINGHONG ZHONG, ROBINS, Morris J

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Addition of difluorocarbene to 4',5'-unsaturated nucleosides : Synthesis and deoxygenation reactions of difluorospirocyclopropane nucleosides by NOWAK, Ireneusz, ROBINS, Morris J

“…Synthetic routes to 4'-(2,2-difluorospirocyclopropane) analogues of adenosine, cytidine, and uridine are described. Treatment of…”
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Synthesis of Purine and 7-Deazapurine Nucleoside Analogues of 6-N-(4-Nitrobenzyl)adenosine; Inhibition of Nucleoside Transport and Proliferation of Cancer Cells by Rayala, Ramanjaneyulu, Theard, Patricia, Ortiz, Heysell, Yao, Sylvia, Young, James D., Balzarini, Jan, Robins, Morris J., Wnuk, Stanislaw F.

“…Human equilibrative nucleoside transporter 1 (hENT1) is a prototypical nucleoside transporter protein ubiquitously expressed on the cell surface of almost all…”
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Efficient Syntheses of 2-Chloro-2‘-deoxyadenosine (Cladribine) from 2‘-Deoxyguanosine1 by Janeba, Zlatko, Francom, Paula, Robins, Morris J

“…We report efficient syntheses of the clinical agent cladribine (2-chloro-2‘-deoxyadenosine, CldAdo), which is the drug of choice against hairy-cell leukemia…”
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Regiospecific and highly stereoselective coupling of 6-(substituted-imidazol-1-yl)purines with 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl chloride. Sodium-salt glycosylation in binary solvent mixtures : Improved synthesis of cladribine by MINGHONG ZHONG, NOWAK, Ireneusz, ROBINS, Morris J

“…Glycosylation of 6-(substituted-imidazol-1-yl)purine sodium salts with 2-deoxy-3,5-di-O-(p-toluoyl)-alpha-D-erythro-pentofuranosyl chloride proceeds with…”
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