Literature DB >> 18058506

An enzymatic transglycosylation of purine bases.

Jarkko Roivainen1, Tatiana Elizarova, Seppo Lapinjoki, Igor A Mikhailopulo, Roman S Esipov, Anatoly I Miroshnikov.   

Abstract

An enzymatic transglycosylation of purine heterocyclic bases employing readily available natural nucleosides or sugar-modified nucleosides as donors of the pentofuranose fragment and recombinant nucleoside phosphorylases as biocatalysts has been investigated. An efficient enzymatic method is suggested for the synthesis of purine nucleosides containing diverse substituents at the C6 and C2 carbon atoms. The glycosylation of N(6)-benzoyladenine and N(2)-acetylguanine and its O(6)-derivatives is not accompanied by deacylation of bases.

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Year:  2007        PMID: 18058506     DOI: 10.1080/15257770701506343

Source DB:  PubMed          Journal:  Nucleosides Nucleotides Nucleic Acids        ISSN: 1525-7770            Impact factor:   1.381


  7 in total

1.  Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions.

Authors:  M S Drenichev; E O Dorinova; I V Varizhuk; V E Oslovsky; M A Varga; R S Esipov; D D Lykoshin; C S Alexeev
Journal:  Dokl Biochem Biophys       Date:  2022-05-10       Impact factor: 0.834

2.  Induction of nucleoside phosphorylase in Enterobacter aerogenes and enzymatic synthesis of adenine arabinoside.

Authors:  Xiao-Kun Wei; Qing-Bao Ding; Lu Zhang; Yong-Li Guo; Lin Ou; Chang-Lu Wang
Journal:  J Zhejiang Univ Sci B       Date:  2008-07       Impact factor: 3.066

3.  New trends in nucleoside biotechnology.

Authors:  I A Mikhailopulo; A I Miroshnikov
Journal:  Acta Naturae       Date:  2010-07       Impact factor: 1.845

4.  Ethenoguanines undergo glycosylation by nucleoside 2'-deoxyribosyltransferases at non-natural sites.

Authors:  Wenjie Ye; Debamita Paul; Lina Gao; Jolita Seckute; Ramiah Sangaiah; Karupiah Jayaraj; Zhenfa Zhang; P Alexandre Kaminski; Steven E Ealick; Avram Gold; Louise M Ball
Journal:  PLoS One       Date:  2014-12-18       Impact factor: 3.240

5.  Anion exchange resins in phosphate form as versatile carriers for the reactions catalyzed by nucleoside phosphorylases.

Authors:  Julia N Artsemyeva; Ekaterina A Remeeva; Tatiana N Buravskaya; Irina D Konstantinova; Roman S Esipov; Anatoly I Miroshnikov; Natalia M Litvinko; Igor A Mikhailopulo
Journal:  Beilstein J Org Chem       Date:  2020-10-22       Impact factor: 2.883

6.  Comparative Analysis of Enzymatic Transglycosylation Using E. coli Nucleoside Phosphorylases: A Synthetic Concept for the Preparation of Purine Modified 2'-Deoxyribonucleosides from Ribonucleosides.

Authors:  Mikhail S Drenichev; Vladimir E Oslovsky; Anastasia A Zenchenko; Claudia V Danilova; Mikhail A Varga; Roman S Esipov; Dmitry D Lykoshin; Cyril S Alexeev
Journal:  Int J Mol Sci       Date:  2022-03-03       Impact factor: 5.923

7.  The chemoenzymatic synthesis of clofarabine and related 2'-deoxyfluoroarabinosyl nucleosides: the electronic and stereochemical factors determining substrate recognition by E. coli nucleoside phosphorylases.

Authors:  Ilja V Fateev; Konstantin V Antonov; Irina D Konstantinova; Tatyana I Muravyova; Frank Seela; Roman S Esipov; Anatoly I Miroshnikov; Igor A Mikhailopulo
Journal:  Beilstein J Org Chem       Date:  2014-07-22       Impact factor: 2.883

  7 in total

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