Literature DB >> 9708368

dNTP modified at triphosphate residues: substrate properties towards DNA polymerases and stability in human serum.

A Krayevsky1, A Arzumanov, E Shirokova, N Dyatkina, L Victorova, M Jasko, L Alexandrova.   

Abstract

Substrate and terminating substrate properties of dNTP with phosphate groups replaced by phosphonates at alpha-, gamma-, beta, gamma-, and alpha, beta, gamma-positions towards different human DNA polymerases and retroviral reverse transcriptases are reviewed. Substitution of the phosphate group by the phosphonate at any of the three phosphate positions of dNTP increased their stability towards dephosphorylating enzymes of human blood. In some cases hydrophobicity of these compounds was markedly enhanced.

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Year:  1998        PMID: 9708368     DOI: 10.1080/07328319808005209

Source DB:  PubMed          Journal:  Nucleosides Nucleotides        ISSN: 0732-8311


  5 in total

1.  Cross-linked polymeric nanogel formulations of 5'-triphosphates of nucleoside analogues: role of the cellular membrane in drug release.

Authors:  Serguei V Vinogradov; Ekta Kohli; Arin D Zeman
Journal:  Mol Pharm       Date:  2005 Nov-Dec       Impact factor: 4.939

2.  (R)-beta,gamma-fluoromethylene-dGTP-DNA ternary complex with DNA polymerase beta.

Authors:  Charles E McKenna; Boris A Kashemirov; Thomas G Upton; Vinod K Batra; Myron F Goodman; Lars C Pedersen; William A Beard; Samuel H Wilson
Journal:  J Am Chem Soc       Date:  2007-11-22       Impact factor: 15.419

3.  β,γ-CHF- and β,γ-CHCl-dGTP diastereomers: synthesis, discrete 31P NMR signatures, and absolute configurations of new stereochemical probes for DNA polymerases.

Authors:  Yue Wu; Valeria M Zakharova; Boris A Kashemirov; Myron F Goodman; Vinod K Batra; Samuel H Wilson; Charles E McKenna
Journal:  J Am Chem Soc       Date:  2012-05-18       Impact factor: 15.419

4.  Halogenated beta,gamma-methylene- and ethylidene-dGTP-DNA ternary complexes with DNA polymerase beta: structural evidence for stereospecific binding of the fluoromethylene analogues.

Authors:  Vinod K Batra; Lars C Pedersen; William A Beard; Samuel H Wilson; Boris A Kashemirov; Thomas G Upton; Myron F Goodman; Charles E McKenna
Journal:  J Am Chem Soc       Date:  2010-06-09       Impact factor: 15.419

5.  Synthesis and substrate properties towards HIV-1 reverse transcriptase of new diphosphate analogues of 9-[(2-phosphonomethoxy)ethyl]adenine.

Authors:  Wolfgang Hg Laux; Stéphane Priet; Karine Alvarez; Suzanne Peyrottes; Christian Périgaud
Journal:  Antivir Chem Chemother       Date:  2018 Jan-Dec
  5 in total

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