Literature DB >> 17046266

The triphosphate of beta-D-4'-C-ethynyl-2',3'-dideoxycytidine is the preferred enantiomer substrate for HIV reverse transcriptase.

Maqbool A Siddiqui1, Victor E Marquez.   

Abstract

The enantioselective synthesis of the beta-d (1) enantiomer of 4'-C-ethynyl-2',3'-dideoxycytidine confirms an earlier stereochemical assignment that was strictly based on the ability of HIV reverse transcriptase and its M184V mutant to discriminate between the d- and l-configuration of nucleoside 5'-triphosphates.

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Year:  2006        PMID： 17046266      PMCID： PMC1764207          DOI： 10.1016/j.bmc.2006.09.061

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  4 in total

1.  The role of steric hindrance in 3TC resistance of human immunodeficiency virus type-1 reverse transcriptase.

Authors:  H Q Gao; P L Boyer; S G Sarafianos; E Arnold; S H Hughes
Journal:  J Mol Biol       Date:  2000-07-07       Impact factor: 5.469

2.  Lamivudine (3TC) resistance in HIV-1 reverse transcriptase involves steric hindrance with beta-branched amino acids.

Authors:  S G Sarafianos; K Das; A D Clark; J Ding; P L Boyer; S H Hughes; E Arnold
Journal:  Proc Natl Acad Sci U S A       Date:  1999-08-31       Impact factor: 11.205

3.  A 4'-C-ethynyl-2',3'-dideoxynucleoside analogue highlights the role of the 3'-OH in anti-HIV active 4'-C-ethynyl-2'-deoxy nucleosides.

Authors:  Maqbool A Siddiqui; Stephen H Hughes; Paul L Boyer; Hiroaki Mitsuya; Que N Van; Clifford George; Stefan G Sarafinanos; Victor E Marquez
Journal:  J Med Chem       Date:  2004-10-07       Impact factor: 7.446

4.  Conformationally constrained analogues of diacylglycerol. 24. Asymmetric synthesis of a chiral (R)-DAG-lactone template as a versatile precursor for highly functionalized DAG-lactones.

Authors:  Ji-Hye Kang; Maqbool A Siddiqui; Dina M Sigano; Krzysztof Krajewski; Nancy E Lewin; Yongmei Pu; Peter M Blumberg; Jeewoo Lee; Victor E Marquez
Journal:  Org Lett       Date:  2004-07-08       Impact factor: 6.005
  4 in total

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