Stanislaw Wnuk
Overview
overview
- Research involves invention of mechanism-based inhibitors of enzymes vital to cancer cell and/or virus proliferation, and collaborative biochemical evaluation. Another area focuses on new fluorination, radical desulfonylation, and Pd-catalyzed cross-coupling methodologies. Dr. Wnuk’s research group is also interested in the design and synthesis of 18F labeled nucleoside-based probes for Positron Emission Tomography Imaging.
Publications
selected publications
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Article
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2021Gas-phase synthesis of corannulene - a molecular building block of fullerenes. PHYSICAL CHEMISTRY CHEMICAL PHYSICS. 23:5740-5749.Full Text via DOI: 10.1039/d0cp06537d Web of Science: 000630207300060
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2020Site of Azido Substitution in the Sugar Moiety of Azidopyrimidine Nucleosides Influences the Reactivity of Aminyl Radicals Formed by Dissociative Electron Attachment. JOURNAL OF PHYSICAL CHEMISTRY B. 124:11357-11370.Full Text via DOI: 10.1021/acs.jpcb.0c08201 Web of Science: 000608855200006
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2020Iodoindenes: Synthesis and application to cross-coupling. TETRAHEDRON LETTERS. 61.Full Text via DOI: 10.1016/j.tetlet.2020.152427 Web of Science: 000579003400003
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2020Semisynthesis of the Organoarsenical Antibiotic Arsinothricin. JOURNAL OF NATURAL PRODUCTS. 83:2809-2813.Full Text via DOI: 10.1021/acs.jnatprod.0c00522 Web of Science: 000575848000032
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2020Gas phase formation of phenalene via 10 Pi-aromatic, resonantly stabilized free radical intermediates. PHYSICAL CHEMISTRY CHEMICAL PHYSICS. 22:15381-15388.Full Text via DOI: 10.1039/d0cp02216k Web of Science: 000549894000021
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2020Model 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 alpha-Oxy Radical at C3. MOLECULES. 25.Full Text via DOI: 10.3390/molecules25112539 Web of Science: 000553858800076
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2019Molecular mass growth through ring expansion in polycyclic aromatic hydrocarbons via radical-radical reactions. NATURE COMMUNICATIONS. 10.Full Text via DOI: 10.1038/s41467-019-11652-5 Web of Science: 000480684500006
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2019How to add a five-membered ring to polycyclic aromatic hydrocarbons (PAHs) - molecular mass growth of the 2-naphthyl radical (C10H7) to benzindenes (C13H10) as a case study. PHYSICAL CHEMISTRY CHEMICAL PHYSICS. 21:16737-16750.Full Text via DOI: 10.1039/c9cp02930c Web of Science: 000477987200032
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2019Reactivity of the Indenyl Radical (C9H7) with Acetylene (C2H2) and Vinylacetylene (C4H4). CHEMPHYSCHEM. 20:1437-1447.Full Text via DOI: 10.1002/cphc.201900052 Web of Science: 000470785900004
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2019Gas phase synthesis of [4]-helicene. NATURE COMMUNICATIONS. 10.Full Text via DOI: 10.1038/s41467-019-09224-8 Web of Science: 000463170600009
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2019Gas-Phase Synthesis of Triphenylene (C18H12). CHEMPHYSCHEM. 20:791-797.Full Text via DOI: 10.1002/cphc.201801154 Web of Science: 000461867600001
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2019Fluorescent 5-Pyrimidine and 8-Purine Nucleosides Modified with an N-Unsubstituted 1,2,3-Triazol-4-yl Moiety. JOURNAL OF ORGANIC CHEMISTRY. 84:3624-3631.Full Text via DOI: 10.1021/acs.joc.8b03135 Web of Science: 000461844000051
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2018Electron-Mediated Aminyl and Iminyl Radicals from C5 Azido-Modified Pyrimidine Nucleosides Augment Radiation Damage to Cancer Cells. ORGANIC LETTERS. 20.Full Text via DOI: 10.1021/acs.orglett.8b03035 Web of Science: 000452930100012
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20184-N-Alkanoyl and 4-N-alkyl gemcitabine analogues with NOTA chelators for 68-gallium labelling. BIOORGANIC & MEDICINAL CHEMISTRY. 26.Full Text via DOI: 10.1016/j.bmc.2018.10.007 Web of Science: 000450102200004
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2018VUV Photoionization Study of the Formation of the Simplest Polycyclic Aromatic Hydrocarbon: Naphthalene (C10H8). JOURNAL OF PHYSICAL CHEMISTRY LETTERS. 9.Full Text via DOI: 10.1021/acs.jpclett.8b01020 Web of Science: 000432756600026
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2018Pyrimidine Nucleosides with a Reactive (ss-Chlorovinyl)sulfone or (ss-Keto)sulfone Group at the C5 Position, Their Reactions with Nucleophiles and Electrophiles, and Their Polymerase-Catalyzed Incorporation into DNA. ACS OMEGA. 3.Full Text via DOI: 10.1021/acsomega.8b00584 Web of Science: 000430200300070
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2018Pyrimidine Nucleosides with a Reactive (ss-Chlorovinyl)sulfone or (ss-Keto)sulfone Group at the C5 Position, Their Reactions with Nucleophiles and Electrophiles, and Their Polymerase-Catalyzed Incorporation into DNA. ACS OMEGA. 3.Full Text via DOI: 10.1021/acsomega.8b00584 Web of Science: 000430200300070
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2018Gemcitabine analogues with 4-N-alkyl chain modified with fluoromethyl ketone group. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS. 37.Full Text via DOI: 10.1080/15257770.2018.1465186 Web of Science: 000441057900004
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2018Gemcitabine analogues with 4-N-alkyl chain modified with fluoromethyl ketone group. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS. 37.Full Text via DOI: 10.1080/15257770.2018.1465186 Web of Science: 000441057900004
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2018The 4-N-acyl and 4-N-alkyl gemcitabine analogues with silicon-fluoride-acceptor: Application to F-18-Radiolabeling. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. 148:314-324.
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2017Antiviral and Cytostatic Evaluation of 5-(1-Halo-2-sulfonylvinyl)- and 5-(2-Furyl)uracil Nucleosides. ARCHIV DER PHARMAZIE. 350.Full Text via DOI: 10.1002/ardp.201700023 Web of Science: 000398574600010
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2017Prehydrated One-Electron Attachment to Azido-Modified Pentofuranoses: Aminyl Radical Formation, Rapid H-Atom Transfer, and Subsequent Ring Opening. JOURNAL OF PHYSICAL CHEMISTRY B. 121:4968-4980.
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2016Reduction of sugar lactones to hemiacetals with lithium triethylborohydride. CARBOHYDRATE RESEARCH. 432:17-22.
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2016S-Ribosylhomocysteine analogues modified at the ribosyl C-4 position. JOURNAL OF SULFUR CHEMISTRY. 37:307-327.
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2016Studies toward the oxidative and reductive activation of C-S bonds in 2 '-S-aryl-2 '-thiouridine derivatives. TETRAHEDRON. 72:1969-1977.
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2016Synthesis of 8-(1,2,3-triazol-1-y1)-7-deazapurine nucleosides by azide-alkyne click reactions and direct C-H bond functionalization. TETRAHEDRON LETTERS. 57:4364-4367.
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2016Transition-Metal-Free Cross-Coupling of Aryl Halides with Arylstannanes. JOURNAL OF ORGANIC CHEMISTRY. 81:9422-9427.
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2016Uracil Nucleosides with Reactive Group at C5 Position: 5-(1-Halo-2-sulfonylvinyl)uridine Analogues. ORGANIC LETTERS. 18:1418-1421.
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2015S-Ribosylhomocysteine analogs containing a [4-thio]ribose ring. CARBOHYDRATE RESEARCH. 415:39-47.
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2014A CoMSIA study to design antagonist ligands for the LuxS protein. NEW JOURNAL OF CHEMISTRY. 38:1235-1249.Full Text via DOI: 10.1039/c3nj01162c Web of Science: 000331805000048
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2014One-Electron Oxidation of Gemcitabine and Analogs: Mechanism of Formation of C3 ' and C2 ' Sugar Radicals. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 136:15646-15653.
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2014Palladium-Catalyzed Direct Arylation of 5-Halouracils and 5-Halouracil Nucleosides with Arenes and Heteroarenes Promoted by TBAF. JOURNAL OF ORGANIC CHEMISTRY. 79:4094-4103.
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2014Synthesis and Cytostatic Evaluation of 4-N-Alkanoyl and 4-N-Alkyl Gemcitabine Analogues. JOURNAL OF MEDICINAL CHEMISTRY. 57:191-203.
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2014Synthesis of 1-Amino-5,6-diaryl-3-cyano-1H-pyridin-2-ones and 6,7-Diaryl-4-cyano-3-hydroxy-1H-[1,2]diazepines from Isoflavones. HELVETICA CHIMICA ACTA. 97:561-568.Full Text via DOI: 10.1002/hlca.201300246 Web of Science: 000333921600012
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2013Hydrogermylation of 5-Ethynyluracil Nucleosides: Formation of 5-(2-Germylvinyl)uracil and 5-(2-Germylacetyl)uracil Nucleosides. JOURNAL OF ORGANIC CHEMISTRY. 78:5761-5767.
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2013Hydroxyl Ion Addition to One-Electron Oxidized Thymine: Unimolecular Interconversion of C5 to C6 OH-Adducts. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 135:3121-3135.
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2013Synthesis of 5,6-Diarylpyridin-2(1H)-ones from Isoflavones. CHINESE JOURNAL OF CHEMISTRY. 31:1027-1032.Full Text via DOI: 10.1002/cjoc.201300279 Web of Science: 000327738500011
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2012Bromination at C-5 of pyrimidine and C-8 of purine nucleosides with 1,3-dibromo-5,5-dimethylhydantoin. TETRAHEDRON LETTERS. 53:3333-3336.
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2012Investigation of reactions postulated to occur during inhibition of ribonucleotide reductases by 2 '-azido-2 '-deoxynucleotides. TETRAHEDRON. 68:5655-5667.
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2012S-Adenosylhomocysteine hydrolase of the protozoan parasite Trichomonas vaginalis: Potent inhibitory activity of 9-(2-deoxy-2-fluoro-beta,D-arabinofuranosyl)adenine. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. 22:4203-4205.
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2011Chemoselective Transfer of Allyl or Phenyl Group from Allyl(phenyl)germanes in Pd-catalyzed Reactions with Aryl Halides. CHEMISTRY LETTERS. 40:967-969.Full Text via DOI: 10.1246/cl.2011.967 Web of Science: 000295660400025
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2011Inhibition of LuxS by S-ribosylhomocysteine analogues containing a [4-aza]ribose ring. BIOORGANIC & MEDICINAL CHEMISTRY. 19:5507-5519.
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2011MODELING OF THE RIBONUCLEOTIDE REDUCTASES SUBSTRATE REACTION. HYDROGEN ATOM ABSTRACTION BY A THIYL FREE RADICAL AND DETECTION OF THE RIBOSYL-BASED CARBON RADICAL BY PULSE RADIOLYSIS. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS. 76:1223-1238.Full Text via DOI: 10.1135/cccc2011085 Web of Science: 000298004400005
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2011Substituted lactam and cyclic azahemiacetals modulate Pseudomonas aeruginosa quorum sensing. BIOORGANIC & MEDICINAL CHEMISTRY. 19:5500-5506.
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2010AdoHcy hydrolase of Trichomonas vaginalis: Studies of the effects of 5 '-modified adenosine analogues and related 6-N-cyclopropyl derivatives. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. 20:7466-7468.
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2010Arylchlorogermanes/TBAF/"Moist" Toluene: A Promising Combination for Pd-Catalyzed Germyl-Stille Cross-Coupling. ORGANIC LETTERS. 12:816-819.
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2010Fluoride-Promoted Cross-Coupling of Chloro(mono-, di-, or triphenyl)germanes with Aryl Halides in "Moist" Toluene. Multiple Transfer of the Phenyl Group from Organogermane Substrates and Comparison of the Coupling Efficiencies of Chloro(phenyl)germanes with their Corresponding Stannane and Silane Counterparts. JOURNAL OF ORGANIC CHEMISTRY. 75:8199-8212.
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2009APPLICATION OF GERMYLDESULFONYLATION REACTIONS TO THE SYNTHESIS OF GERMANIUM-CONTAINING NUCLEOSIDE ANALOGUES. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS. 28:537-549.
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2009Inhibition of S-ribosylhomocysteinase (LuxS) by substrate analogues modified at the ribosyl C-3 position. BIOORGANIC & MEDICINAL CHEMISTRY. 17:6699-6706.
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2009Isolation and characterization of an anticancer catechol compound from Semecarpus anacardium. JOURNAL OF ETHNOPHARMACOLOGY. 122:450-456.
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2009Probing the Catalytic Mechanism of S-Ribosylhomocysteinase (LuxS) with Catalytic Intermediates and Substrate Analogues. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 131:1243-1250.
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2009Radical-mediated thiodesulfonylation of the vinyl sulfones: access to (alpha-fluoro)vinyl sulfides. TETRAHEDRON LETTERS. 50:5424-5427.
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2009Reactions of trimethylsilyl fluorosulfonyldifluoroacetate with purine and pyrimidine nucleosides. JOURNAL OF FLUORINE CHEMISTRY. 130:321-328.
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2009Structure of the Nucleotide Radical Formed during Reaction of CDP/TTP with the E441Q-alpha 2 beta 2 of E-coli Ribonucleotide Reductase. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 131:200-211.
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2008S-ribosylhomocysteine analogues with the carbon-5 and sulfur atoms replaced by a vinyl or (fluoro)vinyl unit. BIOORGANIC & MEDICINAL CHEMISTRY. 16:5090-5102.
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2008Synthesis of 5 '-functionalized nucleosides: S-Adenosylhomocysteine analogues with the carbon-5 ' and sulfur atoms replaced by a vinyl or halovinyl unit. BIOORGANIC & MEDICINAL CHEMISTRY. 16:5424-5433.
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2007Novel S-ribosylhomocysteine analogues as potential inhibitors of luxS enzyme. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS. 26:1051-1055.
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2006An unexpected reaction of trimethylsilyl fluorosulfonyldifluoroacetate (TFDA) with imidazoles. Formation of N-difluoromethylthioureas. ORGANIC LETTERS. 8:5549-5551.
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2006Antitrypanosomal activity of 5 '-deoxy-5 '-(iodomethylene)adenosine and related 6-N-cyclopropyladenosine analogues. JOURNAL OF MEDICINAL CHEMISTRY. 49:2096-2102.
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2006S-adenosylhomocysteine analogues with the carbon-5 ' and sulfur atoms replaced by a vinyl unit. ORGANIC LETTERS. 8:5093-5096.
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2006Synthesis of the multisubstituted halogenated olefins via cross-coupling of dihaloalkenes with alkylzinc bromides. JOURNAL OF ORGANIC CHEMISTRY. 71:405-408.
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2005Application of vinyl tris(trimethylsilyl)germanes in Pd-catalyzed couplings. JOURNAL OF ORGANIC CHEMISTRY. 70:3281-3284.
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2005Are L-adenosine and its derivatives substrates for S-adenosyl-L-homocysteine hydrolase?. JOURNAL OF MEDICINAL CHEMISTRY. 48:3649-3653.
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2005Pd-catalyzed couplings of (alpha-fluoro)vinyl tris(trimethylsilyl)germanes. TETRAHEDRON LETTERS. 46:5313-5316.Full Text via DOI: 10.1016/j.tetlet.2005.06.023 Web of Science: 000230685900015
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2005Reduction of ribonucleosides to 2'-deoxyribonucleosides.Full Text via DOI: 10.1002/0471142700.nc0111s21
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2005Structure of the nitrogen-centered radical formed during inactivation of E-coli ribonucleotide reductase by 2 '-azido-2 '-deoxyuridine-5 '-diphosphate: Trapping of the 3 '-ketonucleotide. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 127:7729-7738.
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2004Immune stimulating properties of a novel polysaccharide from the medicinal plant Tinospora cordifolia. INTERNATIONAL IMMUNOPHARMACOLOGY. 4.Full Text via DOI: 10.1016/j.intimp.2004.07.024 Web of Science: 000224478400008
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2004Stereoselective synthesis of sugar-modified enyne analogues of adenosine and uridine. Interaction with S-adenosyl-L-homocysteine hydrolase and antiviral and cytotoxic effects. JOURNAL OF MEDICINAL CHEMISTRY. 47.Full Text via DOI: 10.1021/jm040054+ Web of Science: 000224219200030
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2004Radical-mediated silyl- and germyldesulfonylation of vinyl and (alpha-fluoro)vinyl sulfones: Application of tris(trimethylsilyl)silanes and tris(trimethylsilyl)germanes in Pd-catalyzed couplings. ORGANIC LETTERS. 6.Full Text via DOI: 10.1021/ol049312n Web of Science: 000221868300042
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2004Synthesis and cytotoxicity of 9-(2-deoxy-2-alkyldithio-beta-D-arabinofuranosyl)purine nucleosides which are stable precursors to potential mechanistic probes of ribonucleotide reductases. ORGANIC & BIOMOLECULAR CHEMISTRY. 2.Full Text via DOI: 10.1039/b311504f Web of Science: 000187398100020
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2004Theoretical and experimental study of the regioselectivity of Michael additions. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY.Full Text via DOI: 10.1002/ejoc.200300523 Web of Science: 000188531600008
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2003Open-chain carbocyclic analogs of adenosine with dihalovinyl unit as potential inhibitors of S-adenosyl-L-homocysteine hydrolase. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS. 22.Full Text via DOI: 10.1081/NCN-120023270 Web of Science: 000185439400002
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2003Stereocontrolled synthesis of diene and enyne sugar-modified nucleosides and their interaction with S-adenosyl-L-homocysteine hydrolase. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS. 22.Full Text via DOI: 10.1081/NCN-120022634 Web of Science: 000185439200054
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2002The beta-fluorine effect. Electronic versus steric effects in radical deoxygenations of fluorine-containing pentofuranose nucleosides. JOURNAL OF ORGANIC CHEMISTRY. 67.Full Text via DOI: 10.1021/jo020428b Web of Science: 000179736300011
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2002A bifunctional tRNA for in vitro selection. CHEMISTRY & BIOLOGY. 9.Full Text via DOI: 10.1016/S1074-5521(02)00161-8 Web of Science: 000176418100012
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2002Sugar-modified conjugated diene analogues of adenosine and uridine: Synthesis, interaction with S-adenosyl-L-homocysteine hydrolase, and antiviral and cytostatic effects. JOURNAL OF MEDICINAL CHEMISTRY. 45.Full Text via DOI: 10.1021/jm020064f Web of Science: 000175957700033
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2002Studies toward the synthesis of alpha-fluorinated phosphonates via tin-mediated cleavage of alpha-fluoro-alpha-(pyrimidin-2-ylsulfonyl)alkylphosphonates. Intramolecular cyclization of the alpha-phosphonyl radicals. JOURNAL OF ORGANIC CHEMISTRY. 67.Full Text via DOI: 10.1021/jo0111560 Web of Science: 000175323600046
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2002Stereodefined synthesis of O3 '-labeled uracil nucleosides. 3 '-[O-17]-2 '-azido-2 '-deoxyuridine 5 '-diphosphate as a probe for the mechanism of inactivation of ribonucleotide reductases. JOURNAL OF ORGANIC CHEMISTRY. 67.Full Text via DOI: 10.1021/jo010899i Web of Science: 000174489000013
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2002Studies on the rearrangement of ortho-nitro-benzylidenemalonates and their analogues to 2-aminobenzoate derivatives. CANADIAN JOURNAL OF CHEMISTRY. 80.Full Text via DOI: 10.1139/V02-010 Web of Science: 000174448300010
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2001Rhodium(I)-catalyzed regio- and stereoselective chloroesterification of furanose-derived terminal alkynes with ethyl chloroformate. JOURNAL OF CARBOHYDRATE CHEMISTRY. 20.Full Text via DOI: 10.1081/CAR-100102544 Web of Science: 000168937800006
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2000Mechanisms of inactivation of human S-adenosylhomocysteine hydrolase by 5 ',5 ',6 ',6 '-tetradehydro-6 '-deoxy-6 '-halohomoadenosines. BIOCHEMISTRY. 39.Full Text via DOI: 10.1021/bi0015055 Web of Science: 000165875300027
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2000Rearrangement of nitropyridylidenemalonate 1-oxides. A novel method for the synthesis of aminopyridine derivatives. TETRAHEDRON. 56.Full Text via DOI: 10.1016/S0040-4020(00)00693-1 Web of Science: 000089414100005
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2000Stannyl radical-mediated cleavage of pi-deficient heterocyclic sulfones. Synthesis of alpha-fluoro esters. JOURNAL OF ORGANIC CHEMISTRY. 65.Full Text via DOI: 10.1021/jo000342n Web of Science: 000087925800033
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2000Doubly homologated dihalovinyl and acetylene analogues of adenosine: Synthesis, interaction with S-adenosyl-L-homocysteine hydrolase, and antiviral and cytostatic effects. JOURNAL OF MEDICINAL CHEMISTRY. 43.Full Text via DOI: 10.1021/jm990486y Web of Science: 000086055900016
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1999Design and biological evaluation of new mechanism-based inhibitors of S-adenosyl-L-homocysteine hydrolase. NUCLEOSIDES & NUCLEOTIDES. 18.Full Text via DOI: 10.1080/15257779908041506 Web of Science: 000081357300022
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1996Nucleic acid related compounds. 91. Biomimetic reactions are in harmony with loss of 2'-substituents as free radicals (not anions) during mechanism-based inactivation of ribonucleotide reductases. Differential interactions of azide, halogen, and alkylthio groups with tributylstannane and triphenylsilaneFull Text via DOI: 10.1021/ja962117m
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1994Nucleic acid related compounds. 82. conversions of adenosine to inosine 5-thioether derivatives with aspergillus oryzae adenosine deaminase or alkyl nitrites. substrate and inhibitory activities of inosine 5’-thioether derivatives with purine nucleoside phosphorylaseFull Text via DOI: 10.1080/15257779408013249
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1994Nucleic Acid Related Compounds. 80. Synthesis of 5′-S-(Alkyl and aryl)-5′-fluoro-5′-thioadenosines with Xenon Difluoride or (Diethylamido)sulfur Trifluoride, Hydrolysis in Aqueous Buffer, and Inhibition of S-Adenosyl-l-homocysteine Hydrolase by Derived “Adenosine 5′-Aldehyde” SpeciesFull Text via DOI: 10.1021/jo00082a010
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1990Carbon‐13 chemical shift assignments of derivatives of benzoic acidFull Text via DOI: 10.1002/mrc.1260280315
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Biographical Item
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2009FOREWORD: MORRIS J. ROBINS-TEACHER, MENTOR, SCIENTIST, COLLEAGUE, AND FRIEND. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS. 333-336.
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Book Chapter
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Meeting Abstract
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20194-N-alkyl gemcitabine analogues with NOTA chelators for 68-gallium labelling. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000478861203671
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2019Purine nucleosides with reactive beta-halovinyl, beta-aminovinyl and beta-keto sulfones at C8 and C2 positions. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000478861203685
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2018Purine nucleosides with reactive beta-halovinyl and beta-keto sulfones at C8 position. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000435539905154
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2018Synthesis of diphosphate ProTides for enhancement of cellular metabolism. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000435537701018
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20175-Azido-modified pyrimidine nucleosides: Chemistry and biology. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000430569105432
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20175-azidomethyl-2'-deoxyuridine triphosphate can be efficiently incorporated by a repair DNA polymerase. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000430568500835
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2017Clickable 4-N-alkanoyl and 4-N-alkylgemcitabine analogues with silicon-fluoride acceptors. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000430569104324
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2017Pyrimidine nucleosides with reactive beta-keto sulfonyl group at C5 position. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000430569105851
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2017Synthesis of 4-N-alkyl gemcitabine analog bearing beta-keto tosylate moiety suitable for 18F-labeling. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000430569105661
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2017Synthesis of amino derivatives of dehydroleucodine and dehydroparishin-B as potential anti-proliferative against breast cancer and B16 melanoma cells. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000430569104714
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2014Modeling inhibition of ribonucleotide reductase by 2-substituted hexofuranoses. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000348455201214
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2014Strain promoted click chemistry (SPAAC) of 8-azido purine and 5-azido pyrimidine nucleosides with cyclooctynes. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000348457602457
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2014Synthesis and cytostatic evaluation of 4-N-alkanoyl and 4-N-alkyl gemcitabine analogs. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000348457602459
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2014Synthesis of 6-N-substituted 7-deazapurine nucleoside antibiotics: Potential nucleoside transport inhibitors. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000348457602415
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2014TBAF-promoted Pd-catalyzed direct arylation of 5-iodouracil nucleosides. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000348457603228
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2013In vitro activity of nucleoside analogs on the veterinary protozoan parasite Tritrichomonas foetus. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000324303602169
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2013Reductive desulfonylation of 2 '-(arylsulfonyl)-2 '-deoxy-2 '-fluorouridine derivatives with tetrakis(dimethylamino)ethylene. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000324303603518
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2012Bromination at C-5 of pyrimidine and C-8 of purine nucleosides with 1,3-dibromo-5, 5-dimethylhydantoin. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000324503202798
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2012Chemoselective transfer of allyl or phenyl group from allyl(phenyl)germanes in Pd-catalyzed reactions with aryl halides. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000324503202797
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2012Formation of the aminyl radical via one electron attachment to 2 '-azido-2 '-deoxyuridine and methyl 2-azido-2-deoxy-alpha-D-lyxofuranoside and subsequent reaction to sugar radical. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000324475101120
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2012Inhibition of adenosylhomocysteine hydrolase of Trichomonas vaginalis with 9-(2-deoxy-2-fluoro-beta,D-arabinofuranosyl)adenine. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000324503201806
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2012Novel 4-N-modified gemcitabine analogs. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000324503201668
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2010Fluoride-promoted cross-coupling of chloro(mono-, di-, or triphenyl)germanes with aryl halides in "moist" toluene. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000208164705369
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2009Biomimetic simulation of reactions postulated to occur during inhibition of ribonucleotide reductases by 2 '-azido-2 '-deoxynucleotides. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000207857804616
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2009Radical desulfonylation reactions in aqueous medium using tris(trimethylsilyl)silane and thiols. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000207857802300
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2009S-Adenosylhomocysteine vs. S-ribosylhomocysteinase (LuxS): Similarities and differences between two enzymes. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. 684-684.Web of Science: 000207857800610
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2008CARB 119-Aza analogs of the ribosylhomocysteine. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000271775101065
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2008CHED 657-Application of germyldesulfonylation reactions in nucleoside chemistry. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000271775102119
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2007CARB 102-S-Adenosylhomocysteine analogs with carbon-5' and sulfur atoms replaced by halovinyl unit. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. 489-489.Web of Science: 000207722800414
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2007CARB 31-Synthesis of S-ribosylhomocysteine analogs modified at carbon-3. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. 559-559.Web of Science: 000207722800484
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2007Pd-catalyzed reactions of triallyl(phenyl)germanes. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000207722808215
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20063-Deoxy analogues of S-ribosylhomocysteine: Targeting LuxS enzyme. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000238125901331
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2006CARB 7-Synthesis of S-adenosylhomocysteine analogs via metathesis of 5'-deoxy-5'-methyleneadenosine analogs and homoallylglycine. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000207781602017
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2006Negishi coupling of dihaloalkenes with alkylzinc bromides. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000238125907459
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2006Spirodifluorocyclopropyl carbohydrate analogs. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000238125900625
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2006Synthesis and antitrypanosomal activity of 6 '-(iodohomovinyl)adenosine and related 6-N-cyclopropyladenosine analogs. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY.Web of Science: 000238125906561
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2005Application of tris(trimethylsilyl)germanes in organic synthesis.. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. U397-U397.Web of Science: 000228177702407
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2005Cross-coupling reactions of 1,1-dihalo-1-alkenes with alkylzinc bromides. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. U504-U504.Web of Science: 000235066602011
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2005Organogermanes in PD-catalyzed cross-coupling reactions.. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. U528-U528.Web of Science: 000235066602150
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2005S-adenosylhomocysteine and S-ribosylhomocysteine analogues with sulfur atom replaced by the vinyl unit. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. U259-U259.Web of Science: 000228177701453
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2005Tris(trimethylsilyl)silanes and germanes in Pd-catalyzed cross-couplings. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY. U3084-U3084.Web of Science: 000236797306134
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Review
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2015Modification of Purine and Pyrimidine Nucleosides by Direct C-H Bond Activation. MOLECULES. 4874-4901.
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2001Targeting "Hydrolytic" Activity of the S-Adenosyl-L-Homocysteine Hydrolase. MINI-REVIEWS IN MEDICINAL CHEMISTRY.Full Text via DOI: 10.2174/1389557013406918 Web of Science: 000208444800009
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chaired theses and dissertations
- Wen, Zhiwei, Azido- and Triazolyl-modified Nucleoside/tide Analogues: Chemistry, Fluorescent Properties, and Anticancer Activities 2018
- Garoub, Mohannad, The Effect of Target-Specific Biomolecules in Breast Cancer 2017
- Suzol, Sk Md Sazzad Hossain, Novel nucleoside analogues with bases modified with (β-halo)vinyl sulfone or β-keto sulfone as probes to study RNA/DNA-Proteins interactions 2017
- Gonzalez-Espinoza, Cesar, Synthesis of Gemcitabine Analogues with Silicon-Fluoride Acceptors for 18F Labeling 2017
- Mudgal, Mukesh M, Insight Into the Inhibition of Ribonucleotide Reductases by 2'-chloro-2'-deoxynucleotides and 2'-azido-2'-deoxynucleotides: Biomimetic Studies with Model Substrates 2016
- Rayala, Ramanjaneyulu, Design and Synthesis of Novel Nucleoside Analogues: Oxidative and Reductive Approaches toward Synthesis of 2'-Fluoro Pyrimidine Nucleosides 2015
- Zayas, Jessica, Strain Promoted Click Chemistry of 8-Azidopurine and 5-Azidopyrimidine Nucleosides and Nucleotides with Cyclooctynes and Applications to Living Cell Imaging 2015
- Singh, Sandeep Kumar, A Case-Only Genome-wide Association Study of Gender- and Age-specific Risk Markers for Childhood Leukemia 2015
- Liang, Yong, Novel Approaches for the Synthesis of C-5 Modified Pyrimidine Nucleosides 2014
- Chbib, Christiane, Design and Synthesis of S-ribosylhomocysteine Analogues 2014
- Pulido, Jesse E, Design and Synthesis of 4-N-Alkanoyl and 4-N-Alkyl Gemcitabine Analogues Suitable for Positron Emission Tomography 2014
- Malladi, Venkata L, The 4-aza-S-ribosyl-L-homocysteine Derivatives and the Related Gamma-lactam and Azahemiacetal Analogs: Synthesis, Inhibition and Quorum Sensing Activity 2011
- Dang, Thao P., Biomimetic Modeling of the Nitrogen-centered Radical Postulated to occur during the Inhibition of Ribonucleotide Reductases by 2'-Azido-2'-deoxynucleotides. 2010
- Sacasa, Pablo R, Developing of Germyldesulonylation and Thiodesulfonylation Reactions for the Synthesis of Novel Nucleoside Analogues. Efficient Synthesis of Novel (α-Fluoro)vinyl Sulfides 2010
- Pitteloud, Jean-Philippe, New Organogermanium Substrates for Palladium-Catalyzed Cross-Coupling Reactions. Application of Organogermanes towards the Synthesis of Carbon-5 Modified Uridine Analogues 2010
- Andrei, Daniela, Synthesis of multisubstituted halo-olefins via Pd-catalyzed cross-coupling reactions : applications in nucleoside chemistry 2006
- Companioni, Dania, Targeting of ribonucleotide reductase with 2'-Disulfide analogs of adenosine. Electronic versus steric effects in radical deoxygenation of fluorine-containing nucleosides 2002
- Chowdhury, Saiful Mahmud, An approach for clarification of the mechanism of inactivation of ribonucleotide reductases with 3'<¹⁷O>-labeled 2'-azido-2'-deoxynucleotides 2001
advised honors theses
- VanDervort, Alana Ming-Amede, Anticancer activity of 4-N gemcitabine analogues 2012
Research
research interests
- Organic Chemistry of Nucleosides and Nucleotides
principal investigator on
- Bridge funding for Dr. Stanislaw Wnuk awarded by FIU Division of Research 2016 - 2018
- Nucleoside and Carbohydrate-based Enzyme Inhibitors awarded by National Institute of General Medical Sciences 2008 - 2014
Teaching
teaching activities
- CHM4910-U29: Undergraduate Research in Chemistry Fall Term 2019
- CHM4911-U29: Undergraduate Research 2 Spring Term 2019
- CHM6936-U01: Chemistry Colloquium Spring Term 2019
- CHM7910-U28: Dissertation Research Fall Term 2019
- CHM7980-U26: PH.D. Dissertation Spring Term 2019
- CHM7980-U28: PH.D. Dissertation Fall Term 2019
Contact
full name
- Stanislaw Wnuk
visualizations
Recent publications and grants in Scholars@FIU
publication subject areas
- Biochemistry & Molecular Biology
- Chemistry
- Integrative & Complementary Medicine
- Materials Science
- Pharmacology & Pharmacy
- Physics
- Plant Sciences
- Science & Technology - Other Topics
- Virology