Literature DB >> 35050551

Synthesis of α-D-Ribose 1-Phosphate and 2-Deoxy-α-D-Ribose 1-Phosphate Via Enzymatic Phosphorolysis of 7-Methylguanosine and 7-Methyldeoxyguanosine.

Irina V Varizhuk1, Vladimir E Oslovsky1, Pavel N Solyev1, Mikhail S Drenichev1, Sergey N Mikhailov1.   

Abstract

A simple and efficient method for the preparation of α-D-ribose 1-phosphate and 2-deoxy-α-D-ribose 1-phosphate, key intermediates in nucleoside metabolism and important starting compounds for the enzymatic synthesis of various modified nucleosides, has been proposed. It consists in near-irreversible enzymatic phosphorolysis of readily prepared hydroiodide salts of 7-methylguanosine and 7-methyl-2'-deoxyguanosine, respectively, in the presence of purine nucleoside phosphorylase. α-D-Ribose 1-phosphate and 2-deoxy-α-D-ribose 1-phosphate are obtained in near quantitative yields (by HPLC analysis) and 74%-94% yields after their isolation and purification.
© 2022 Wiley Periodicals LLC. Basic Protocol 1: Preparation of α-D-ribose 1-phosphate barium salt (4a) Alternate Protocol 1: Preparation of 2-deoxy-α-D-ribose 1-phosphate barium salt (4b) Basic Protocol 2: Preparation of α-D-ribose 1-phosphate bis(cyclohexylammonium) salt (5a) Alternate Protocol 2: Preparation of 2-deoxy-α-D-ribose 1-phosphate bis(cyclohexylammonium) salt (5b). © 2022 Wiley Periodicals LLC.

Entities:  

Keywords:  2-deoxyribose 1-phosphate; enzymatic synthesis of nucleosides; nucleoside phosphorylases; ribose 1-phosphate

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Year:  2022        PMID: 35050551     DOI: 10.1002/cpz1.347

Source DB:  PubMed          Journal:  Curr Protoc        ISSN: 2691-1299


  1 in total

1.  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

  1 in total

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