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Nucleosides, Nucleotides & Nucleic Acids Volume 22, 2003 - Issue 3
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Original Articles

Introduction of the α-P-Borano-Group into Deoxynucleoside Triphosphates Increases Their Selectivity to HIV-1 Reverse Transcriptase Relative to DNA Polymerases

Mikhail I. Dobrikov Department of Chemistry, P.M. Gross Chemical Laboratory, Duke University, Durham, North Carolina, USA
,
Kristen M. Grady Department of Chemistry, P.M. Gross Chemical Laboratory, Duke University, Durham, North Carolina, USA
&
Barbara Ramsay Shaw Department of Chemistry, P.M. Gross Chemical Laboratory, Duke University, Durham, North Carolina, USA; Department of Chemistry, P.M. Gross Chemical Laboratory, Duke University, Box 90346, Durham, NC, 27708, USACorrespondence[email protected]
Pages 275-282 | Received 17 Sep 2002, Accepted 27 Jan 2003, Published online: 07 Feb 2007

Citations (17)

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Read on this site (2)

Justyna Gołębiewska & Jacek Stawinski. (2022) Boranephosphonates. Unraveling chemistry of the P-BH3 functional group. Phosphorus, Sulfur, and Silicon and the Related Elements 197:5-6, pages 480-486.
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NicholasA. Boyle, Patrick Fagan, JenniferL. Brooks, Marija Prhavc, John Lambert & P. Dan Cook. (2005) 2′,3′-Dideoxynucleoside 5′-β,γ-(Difluoromethylene) Triphosphates With α-P-Thio or α-P-Seleno Modifications: Synthesis and Their Inhibition of HIV-1 Reverse Transcriptase. Nucleosides, Nucleotides & Nucleic Acids 24:10-12, pages 1651-1664.
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Articles from other publishers (15)

Bei Hu, Yitao Wang, Shichao Sun, Guangcheng Luo, Shun Zhang, Jun Zhang, Lu Chen & Zhen Huang. (2020) Specificity Enhancement of Deoxyribonucleic Acid Polymerization for Sensitive Nucleic Acid Detection. Analytical Chemistry 92:24, pages 15872-15879.
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Adeline Espinasse, Hannah K. Lembke, Angela A. Cao & Erin E. Carlson. (2020) Modified nucleoside triphosphates in bacterial research for in vitro and live-cell applications . RSC Chemical Biology 1:5, pages 333-351.
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Justyna Gołębiewska & Jacek Stawinski. (2020) Reaction of Boranephosphonate Diesters with Pyridines or Tertiary Amines in the Presence of Iodine: Synthetic and Mechanistic Studies. The Journal of Organic Chemistry 85:6, pages 4312-4323.
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Justyna Gołębiewska, Marta Rachwalak, Tomasz Jakubowski, Joanna Romanowska & Jacek Stawinski. (2018) Reaction of Boranephosphonate Diesters with Amines in the Presence of Iodine: The Case for the Intermediacy of H-Phosphonate Derivatives. The Journal of Organic Chemistry 83:10, pages 5496-5505.
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Camilla Russell, Subhadeep Roy, Saheli Ganguly, Xiaoyan Qian, Marvin H. Caruthers & Mats Nilsson. (2015) Formation of Silver Nanostructures by Rolling Circle Amplification Using Boranephosphonate-Modified Nucleotides. Analytical Chemistry 87:13, pages 6660-6666.
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Natsuhisa Oka, Yuji Takayama, Kaori Ando & Takeshi Wada. (2012) Synthesis of nucleoside 5′-boranophosphorothioate derivatives using an H-boranophosphonate monoester as a precursor. Bioorganic & Medicinal Chemistry Letters 22:14, pages 4571-4574.
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Subhadeep Roy, Magdalena Olesiak, Petra Padar, Heather McCuen & Marvin H. Caruthers. (2012) Reduction of metal ions by boranephosphonate DNA. Organic & Biomolecular Chemistry 10:46, pages 9130.
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Joanna Romanowska, Michał Sobkowski, Agnieszka Szymańska-Michalak, Krystian Kołodziej, Aleksandra Dąbrowska, Andrzej Lipniacki, Andrzej Piasek, Zofia M. Pietrusiewicz, Marek Figlerowicz, Andrzej Guranowski, Jerzy Boryski, Jacek Stawiński & Adam Kraszewski. (2011) Aryl H- Phosphonates 17: ( N- Aryl)phosphoramidates of Pyrimidine Nucleoside Analogues and Their Synthesis, Selected Properties, and Anti-HIV Activity . Journal of Medicinal Chemistry 54:19, pages 6482-6491.
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Charlotta K. Wennefors, Mikhail I. Dobrikov, Zhihong Xu, Ping Li & Barbara Ramsay Shaw. (2008) Stereospecificity, substrate, and inhibitory properties of nucleoside diphosphate analogs for creatine and pyruvate kinases. Bioorganic Chemistry 36:4, pages 169-177.
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Ping Li, Zinaida A. Sergueeva, Mikhail Dobrikov & Barbara Ramsay Shaw. (2007) Nucleoside and Oligonucleoside Boranophosphates:  Chemistry and Properties. Chemical Reviews 107:11, pages 4746-4796.
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Ping Li, Zhihong Xu, Hongyan Liu, Charlotta K. Wennefors, Mikhail I. Dobrikov, János Ludwig & Barbara Ramsay Shaw. (2005) Synthesis of α-P-Modified Nucleoside Diphosphates with Ethylenediamine. Journal of the American Chemical Society 127:48, pages 16782-16783.
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Zbigniew J. Leśnikowski, Edyta Paradowska, Agnieszka B. Olejniczak, Mirosława Studzińska, Petra Seekamp, Uw Schüßler, Detlef Gabel, Raymond F. Schinazi & Jaromir Plešek. (2005) Towards new boron carriers for boron neutron capture therapy: metallacarboranes and their nucleoside conjugates. Bioorganic & Medicinal Chemistry 13:13, pages 4168-4175.
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Ping Li & Barbara Ramsay Shaw. (2005) Synthesis of Nucleoside Boranophosphoramidate Prodrugs Conjugated with Amino Acids. The Journal of Organic Chemistry 70:6, pages 2171-2183.
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Ping Li & Barbara Ramsay Shaw. (2004) Convenient Synthesis of Nucleoside Borane Diphosphate Analogues:  Deoxy- and Ribonucleoside 5‘- P α -Boranodiphosphates . The Journal of Organic Chemistry 69:21, pages 7051-7057.
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BARBARA RAMSAY SHAW, MIKHAIL DOBRIKOV, XIN WANG, JING WAN, KAIZHANG HE, JIN-LAI LIN, PING LI, VLADIMIR RAIT, ZINAIDA A. SERGUEEVA & DMITRI SERGUEEV. (2003) Reading, Writing, and Modulating Genetic Information with Boranophosphate Mimics of Nucleotides, DNA, and RNA. Annals of the New York Academy of Sciences 1002:1, pages 12-29.
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