Literature DB >> 19394831

2'-deoxy-1-methylpseudocytidine, a stable analog of 2'-deoxy-5-methylisocytidine.

Hyo-Joong Kim1, Nicole A Leal, Steven A Benner.   

Abstract

2'-deoxy-5-methylisocytidine is widely used in assays to personalize the care of patients infected with HIV, hepatitis C, and other infectious agents. However, oligonucleotides that incorporate 2'-deoxy-5-methylisocytidine are expensive, because of its intrinsic chemical instability. We report here a C-glycoside analog that is more stable and, in oligonucleotides, pairs with 2'-deoxyisoguanosine, contributing to duplex stability about as much as a standard 2'-deoxycytidine and 2'-deoxyguanosine pair.

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Year:  2009        PMID： 19394831      PMCID： PMC5972679          DOI： 10.1016/j.bmc.2009.03.047

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


  10 in total

1.  A third base pair for the polymerase chain reaction: inserting isoC and isoG.

Authors:  Scott C Johnson; Christopher B Sherrill; David J Marshall; Michael J Moser; James R Prudent
Journal:  Nucleic Acids Res       Date:  2004-03-29       Impact factor: 16.971

Review 2.  Understanding nucleic acids using synthetic chemistry.

Authors:  Steven A Benner
Journal:  Acc Chem Res       Date:  2004-10       Impact factor: 22.384

3.  6-aza-2'-deoxyisocytidine: synthesis, properties of oligonucleotides, and base-pair stability adjustment of DNA with parallel strand orientation.

Authors:  Frank Seela; Yang He
Journal:  J Org Chem       Date:  2003-01-24       Impact factor: 4.354

4.  Simultaneous runs of the Bayer VERSANT HIV-1 version 3.0 and HCV bDNA version 3.0 quantitative assays on the system 340 platform provide reliable quantitation and improved work flow.

Authors:  Tarek Elbeik; Norman Markowitz; Patricia Nassos; Uday Kumar; Scott Beringer; Barbara Haller; Valerie Ng
Journal:  J Clin Microbiol       Date:  2004-07       Impact factor: 5.948

5.  Nucleobase pairing in expanded Watson-Crick-like genetic information systems.

Authors:  C Ronald Geyer; Thomas R Battersby; Steven A Benner
Journal:  Structure       Date:  2003-12       Impact factor: 5.006

6.  Expanding the genetic alphabet: non-epimerizing nucleoside with the pyDDA hydrogen-bonding pattern.

Authors:  Daniel Hutter; Steven A Benner
Journal:  J Org Chem       Date:  2003-12-12       Impact factor: 4.354

7.  Multicenter evaluation of the performance characteristics of the bayer VERSANT HCV RNA 3.0 assay (bDNA).

Authors:  Tarek Elbeik; Johan Surtihadi; Mark Destree; Jed Gorlin; Mark Holodniy; Saeed A Jortani; Ken Kuramoto; Valerie Ng; Roland Valdes; Alexandra Valsamakis; Norah A Terrault
Journal:  J Clin Microbiol       Date:  2004-02       Impact factor: 5.948

8.  Incorporation of multiple sequential pseudothymidines by DNA polymerases and their impact on DNA duplex structure.

Authors:  Stephanie A Havemann; Shuichi Hoshika; Daniel Hutter; Steven A Benner
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2008-03       Impact factor: 1.381

9.  The use of thymidine analogs to improve the replication of an extra DNA base pair: a synthetic biological system.

Authors:  A Michael Sismour; Steven A Benner
Journal:  Nucleic Acids Res       Date:  2005-09-28       Impact factor: 16.971

Review 10.  Synthetic biology.

Authors:  Steven A Benner; A Michael Sismour
Journal:  Nat Rev Genet       Date:  2005-07       Impact factor: 53.242
  10 in total
  5 in total

1.  Eight-Letter DNA.

Authors:  Vivian T Dien; Matthew Holcomb; Floyd E Romesberg
Journal:  Biochemistry       Date:  2019-05-22       Impact factor: 3.162

2.  Hachimoji DNA and RNA: A genetic system with eight building blocks.

Authors:  Shuichi Hoshika; Nicole A Leal; Myong-Jung Kim; Myong-Sang Kim; Nilesh B Karalkar; Hyo-Joong Kim; Alison M Bates; Norman E Watkins; Holly A SantaLucia; Adam J Meyer; Saurja DasGupta; Joseph A Piccirilli; Andrew D Ellington; John SantaLucia; Millie M Georgiadis; Steven A Benner
Journal:  Science       Date:  2019-02-22       Impact factor: 47.728

3.  Exploring the Influence of Intermolecular Interactions in Prebiotic Chemistry Using Laser Spectroscopy and Calculations.

Authors:  Ander Camiruaga; Imanol Usabiaga; Camilla Calabrese; Iker Lamas; Francisco J Basterretxea; José A Fernández
Journal:  Chemistry       Date:  2021-12-02       Impact factor: 5.020

4.  Genetic Code Expansion Facilitates Position-Selective Labeling of RNA for Biophysical Studies.

Authors:  Andreas Hegelein; Diana Müller; Sylvester Größl; Michael Göbel; Martin Hengesbach; Harald Schwalbe
Journal:  Chemistry       Date:  2020-01-21       Impact factor: 5.236

Review 5.  Artificially Expanded Genetic Information Systems for New Aptamer Technologies.

Authors:  Elisa Biondi; Steven A Benner
Journal:  Biomedicines       Date:  2018-05-09
  5 in total

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