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Charles McKenna

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Chemicals & Drugs

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TOP 3
Ivan S Krylov; John M Hilfinger; Boris A Kashemirov; Charles E McKenna
Evolution of an amino acid based prodrug approach: stay tuned.
Keriann Oertell; David D Shock; Samuel H Wilson; Yue Wu; Valeria M Zakharova; William A Beard; Boris A Kashemirov; Charles E McKenna; Myron F Goodman
Effect of β,γ-CHF- and β,γ-CHCl-dGTP halogen atom stereochemistry on the transition state of DNA polymerase β.
Yue Wu; Valeria M Zakharova; Samuel H Wilson; Vinod K Batra; Myron F Goodman; Boris A Kashemirov; Charles E McKenna
β,γ-CHF- and β,γ-CHCl-dGTP diastereomers: synthesis, discrete 31P NMR signatures, and absolute configurations of new stereochemical probes for DNA polymerases.

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All Publications

2013: Ivan S Krylov; John M Hilfinger; Boris A Kashemirov; Charles E McKenna
Evolution of an amino acid based prodrug approach: stay tuned.
Molecular pharmaceutics 2013;10(2):445-58.
2012: Keriann Oertell; David D Shock; Samuel H Wilson; Yue Wu; Valeria M Zakharova; William A Beard; Boris A Kashemirov; Charles E McKenna; Myron F Goodman
Effect of β,γ-CHF- and β,γ-CHCl-dGTP halogen atom stereochemistry on the transition state of DNA polymerase β.
Biochemistry 2012;51(43):8491-501.
2012: Yue Wu; Valeria M Zakharova; Samuel H Wilson; Vinod K Batra; Myron F Goodman; Boris A Kashemirov; Charles E McKenna
β,γ-CHF- and β,γ-CHCl-dGTP diastereomers: synthesis, discrete 31P NMR signatures, and absolute configurations of new stereochemical probes for DNA polymerases.
Journal of the American Chemical Society 2012;134(21):8734-7.
2012: Anke J Roelofs; Michael J Rogers; R Graham G Russell; Charlotte A Stewart; Shuting Sun; Frank H Ebetino; Boris A Kashemirov; Mark W Lundy; Charles E McKenna; Katarzyna M Błażewska; Fraser Coxon
Influence of bone affinity on the skeletal distribution of fluorescently labeled bisphosphonates in vivo.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 2012;27(4):835-47.
2012: Brian T Chamberlain; Myron F Goodman; Anastasia P Kadina; Boris A Kashemirov; Charles E McKenna; David D Shock; Vinod K Batra; William A Beard; Samuel H Wilson
Stereospecific formation of a ternary complex of (S)-α,β-fluoromethylene-dATP with DNA pol β.
Chembiochem : a European journal of chemical biology 2012;13(4):528-30.
2011: Katarzyna M Błażewska; Fraser Coxon; Frank H Ebetino; Ralf Haiges; Boris A Kashemirov; Feng Ni; Michael J Rogers; Miguel C Seabra; Charlotte A Stewart; Rudi Baron; Charles E McKenna
Synthesis, stereochemistry and SAR of a series of minodronate analogues as RGGT inhibitors.
European journal of medicinal chemistry 2011;46(10):4820-6.
2011: Shuting Sun; Charles E McKenna
Farnesyl pyrophosphate synthase modulators: a patent review (2006 - 2010).
Expert opinion on therapeutic patents 2011;21(9):1433-51.
2011: Valeria M Zakharova; Larryn W Peterson; Michaela Serpi; Katherine Z Borysko; Julie M Breitenbach; Mindy Collins; John C Drach; John M Hilfinger; Boris A Kashemirov; Ivan S Krylov; Charles E McKenna
Tyrosine-based 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine and -adenine ((S)-HPMPC and (S)-HPMPA) prodrugs: synthesis, stability, antiviral activity, and in vivo transport studies.
Journal of medicinal chemistry 2011;54(16):5680-93.
2011: Larryn W Peterson; Stefanie Mitchell; Kathy Borysko; Julie M Breitenbach; John C Drach; John M Hilfinger; Boris A Kashemirov; Paul Kijek; Jae-Seung Kim; Charles E McKenna
Synthesis, transport and antiviral activity of Ala-Ser and Val-Ser prodrugs of cidofovir.
Bioorganic & medicinal chemistry letters 2011;21(13):4045-9.
2011: Brian T Chamberlain; Boris A Kashemirov; Thomas G Upton; Charles E McKenna
α-Azido bisphosphonates: synthesis and nucleotide analogues.
The Journal of organic chemistry 2011;76(12):5132-6.
2011: Katarzyna M Błażewska; Ralf Haiges; Boris A Kashemirov; Frank H Ebetino; Charles E McKenna
A serendipitous phosphonocarboxylate complex of boron: when vessel becomes reagent.
Chemical communications (Cambridge, England) 2011;47(22):6395-7.
2010: Larryn W Peterson; Monica Sala-Rabanal; Ivan S Krylov; Michaela Serpi; Boris A Kashemirov; Charles E McKenna
Serine side chain-linked peptidomimetic conjugates of cyclic HPMPC and HPMPA: synthesis and interaction with hPEPT1.
Molecular pharmaceutics 2010;7(6):2349-61.
2010: Michaela Serpi; Ivan S Krylov; Valeria M Zakharova; Charles E McKenna
Synthesis of peptidomimetic conjugates of cyclic nucleoside phosphonates.
Current protocols in nucleic acid chemistry / edited by Serge L. Beaucage ... [et al.] 2010;Chapter 15():Unit15.4.
2010: GK Surya Prakash; Mikhail Zibinsky; Thomas G Upton; Boris A Kashemirov; Charles E McKenna; Keriann Oertell; Myron F Goodman; Vinod K Batra; Lars C Pedersen; William A Beard; David D Shock; Samuel H Wilson; George A Olah
Synthesis and biological evaluation of fluorinated deoxynucleotide analogs based on bis-(difluoromethylene)triphosphoric acid.
Proceedings of the National Academy of Sciences of the United States of America 2010;107(36):15693-8.
2010: Vinod K Batra; Lars C Pedersen; William A Beard; Samuel H Wilson; Boris A Kashemirov; Thomas G Upton; Myron F Goodman; Charles E McKenna
Halogenated beta,gamma-methylene- and ethylidene-dGTP-DNA ternary complexes with DNA polymerase beta: structural evidence for stereospecific binding of the fluoromethylene analogues.
Journal of the American Chemical Society 2010;132(22):7617-25.
2010: Charles E McKenna; Boris A Kashemirov; Katarzyna M Błazewska; Isabelle Mallard-Favier; Charlotte A Stewart; Javier Rojas; Mark W Lundy; Frank H Ebetino; Rudi A Baron; James E Dunford; Marie L Kirsten; Miguel C Seabra; Joy L Bala; Mong S Marma; Michael J Rogers; Fraser Coxon
Synthesis, chiral high performance liquid chromatographic resolution and enantiospecific activity of a potent new geranylgeranyl transferase inhibitor, 2-hydroxy-3-imidazo[1,2-a]pyridin-3-yl-2-phosphonopropionic acid.
Journal of medicinal chemistry 2010;53(9):3454-64.
2010: Charles E McKenna; Boris A Kashemirov; Larryn W Peterson; Myron F Goodman
Modifications to the dNTP triphosphate moiety: from mechanistic probes for DNA polymerases to antiviral and anti-cancer drug design.
Biochimica et biophysica acta 2010;1804(5):1223-30.
2010: Anke J Roelofs; Fraser Coxon; Frank H Ebetino; Mark W Lundy; Zachary J Henneman; George H Nancollas; Shuting Sun; Katarzyna M Blazewska; Joy Lynn F Bala; Boris A Kashemirov; Aysha B Khalid; Charles E McKenna; Michael J Rogers
Fluorescent risedronate analogues reveal bisphosphonate uptake by bone marrow monocytes and localization around osteocytes in vivo.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 2010;25(3):606-16.
2010: Jian-Jung Pan; Boris A Kashemirov; Joanne Lee; Charles E McKenna; Frank J Devlin; Philip J Stephens
Electronic circular dichroism of monomethyl [16O,17O,18O]-phosphate and [16O,17O,18O]-thiophosphate revisited.
Bioorganic chemistry 2010;38(1):7-16.
2009: Ernestas Gaidamauskas; Helen Parker; Boris A Kashemirov; Alvin Holder; Kanokkarn Saejueng; Charles E McKenna; Debbie C Crans
Complexation of bisphosphonates with ytterbium(III): application of phosphate and ATP detection assay based on Yb(3+)-pyrocatechol violet.
Journal of inorganic biochemistry 2009;103(12):1652-7.
2009: Kirill E Metlushka; Boris A Kashemirov; Viktor F Zheltukhin; Dilyara N Sadkova; Bernd Büchner; Christian Hess; Olga N Kataeva; Charles E McKenna; Vladimir A Alfonsov
1-(Alpha-aminobenzyl)-2-naphthol: a new chiral auxiliary for the synthesis of enantiopure alpha-aminophosphonic acids.
Chemistry (Weinheim an der Bergstrasse, Germany) 2009;15(27):6718-22.
2009: Shina Kamerlin; Charles E McKenna; Myron F Goodman; Myron F Goondman; Arieh Warshel
A computational study of the hydrolysis of dGTP analogues with halomethylene-modified leaving groups in solution: implications for the mechanism of DNA polymerases.
Biochemistry 2009;48(25):5963-71.
2009: Thomas G Upton; Boris A Kashemirov; Charles E McKenna; Myron F Goodman; G K Surya Prakash; Roman Kultyshev; Vinod K Batra; David D Shock; Lars C Pedersen; William A Beard; Samuel H Wilson
Alpha,beta-difluoromethylene deoxynucleoside 5'-triphosphates: a convenient synthesis of useful probes for DNA polymerase beta structure and function.
Organic letters 2009;11(9):1883-6.
2009: Larryn W Peterson; Charles E McKenna
Prodrug approaches to improving the oral absorption of antiviral nucleotide analogues.
Expert opinion on drug delivery 2009;6(4):405-20.
2009: Rudi A Baron; Richard Tavaré; Ana C Figueiredo; Katarzyna M Błazewska; Boris A Kashemirov; Charles E McKenna; Frank H Ebetino; Adam Taylor; Michael J Rogers; Fraser Coxon; Miguel C Seabra
Phosphonocarboxylates inhibit the second geranylgeranyl addition by Rab geranylgeranyl transferase.
The Journal of biological chemistry 2009;284(11):6861-8.
2008: Ernestas Gaidamauskas; Kanokkarn Saejueng; Alvin Holder; Subalita Bharuah; Boris A Kashemirov; Debbie C Crans; Charles E McKenna
Metal complexation chemistry used for phosphate and nucleotide determination: an investigation of the Yb3+-pyrocatechol violet sensor.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 2008;13(8):1291-9.
2008: Ulrika Eriksson; Larryn W Peterson; Boris A Kashemirov; John M Hilfinger; John C Drach; Katherine Z Borysko; Julie M Breitenbach; Jae Seung Kim; Stefanie Mitchell; Paul Kijek; Charles E McKenna
Serine peptide phosphoester prodrugs of cyclic cidofovir: synthesis, transport, and antiviral activity.
Molecular pharmaceutics 2008;5(4):598-609.
2008: Sylvine Deprèle; Boris A Kashemirov; James M Hogan; Frank H Ebetino; Bobby L Barnett; Artem Evdokimov; Charles E McKenna
Farnesyl pyrophosphate synthase enantiospecificity with a chiral risedronate analog, [6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl(hydroxy)methylene]bis(phosphonic acid) (NE-10501): Synthetic, structural, and modeling studies.
Bioorganic & medicinal chemistry letters 2008;18(9):2878-82.
2008: Christopher A Sucato; Thomas G Upton; Boris A Kashemirov; Jorge Osuna; Keriann Oertell; William A Beard; Samuel H Wilson; Jan Florián; Arieh Warshel; Charles E McKenna; Myron F Goodman
DNA polymerase beta fidelity: halomethylene-modified leaving groups in pre-steady-state kinetic analysis reveal differences at the chemical transition state.
Biochemistry 2008;47(3):870-9.
2007: Charles E McKenna; Boris A Kashemirov; Thomas G Upton; Vinod K Batra; Myron F Goodman; Lars C Pedersen; William A Beard; Samuel H Wilson
(R)-beta,gamma-fluoromethylene-dGTP-DNA ternary complex with DNA polymerase beta.
Journal of the American Chemical Society 2007;129(50):15412-3.
2007: Mong S Marma; Zhidao Xia; Charlotte Stewart; Fraser Coxon; James E Dunford; Rudi Baron; Boris A Kashemirov; Frank H Ebetino; James T Triffitt; R Graham G Russell; Charles E McKenna
Synthesis and biological evaluation of alpha-halogenated bisphosphonate and phosphonocarboxylate analogues of risedronate.
Journal of medicinal chemistry 2007;50(24):5967-75.
2007: Ulrika Eriksson; John M Hilfinger; Jae-Seung Kim; Stefanie Mitchell; Paul Kijek; Katherine Z Borysko; Julie M Breitenbach; John C Drach; Boris A Kashemirov; Charles E McKenna
Synthesis and biological activation of an ethylene glycol-linked amino acid conjugate of cyclic cidofovir.
Bioorganic & medicinal chemistry letters 2007;17(3):583-6.
2007: Christopher A Sucato; Thomas G Upton; Boris A Kashemirov; Vinod K Batra; Václav Martínek; Yun Xiang; William A Beard; Lars C Pedersen; Samuel H Wilson; Charles E McKenna; Jan Florián; Arieh Warshel; Myron F Goodman
Modifying the beta,gamma leaving-group bridging oxygen alters nucleotide incorporation efficiency, fidelity, and the catalytic mechanism of DNA polymerase beta.
Biochemistry 2007;46(2):461-71.
2004: Mong S Marma; Boris A Kashemirov; Charles E McKenna
Synthesis and stability studies of phosphonoformate-amino acid conjugates: a new class of slowly releasing foscarnet prodrugs.
Bioorganic & medicinal chemistry letters 2004;14(7):1787-90.
2003: Zhong-Biao Zhang; Michiya Fujiki; Masao Motonaga; Charles E McKenna
Control of chiral ordering in aggregated poly[3-(S)-[2-methylbutyl]thiophene] by a doping-dedoping process.
Journal of the American Chemical Society 2003;125(26):7878-81.
2002: Charles E McKenna; Boris A Kashemirov; Christian N Rozé
Carbonylbisphosphonate and (diazomethylene)bisphosphonate analogues of AZT 5(')-diphosphate.
Bioorganic chemistry 2002;30(6):383-95.
2002: Jingyue Ju; Charles E McKenna
Synthesis of oligodeoxyribonucleoside phosphorothioates using Lawesson's reagent for the sulfur transfer step.
Bioorganic & medicinal chemistry letters 2002;12(12):1643-5.
2002: Shijun Ren; Rubin Wang; Kenichi Komatsu; Patricia Bonaz-Krause; Yegor Zyrianov; Charles E McKenna; Csaba Csipke; Zoltan A Tokes; Eric J Lien
Synthesis, biological evaluation, and quantitative structure-activity relationship analysis of new Schiff bases of hydroxysemicarbazide as potential antitumor agents.
Journal of medicinal chemistry 2002;45(2):410-9.