Current Protocols, volume 2, issue 1

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 Varizhuk 1
Vladimir E Oslovsky 1
Pavel N Solyev 1
Mikhail S Drenichev 1
Sergey N. Mikhailov 1
Publication typeJournal Article
Publication date2022-01-20
Quartile SCImago
Q1
Quartile WOS
Impact factor
ISSN26911299, 26911299
General Biochemistry, Genetics and Molecular Biology
General Immunology and Microbiology
General Pharmacology, Toxicology and Pharmaceutics
General Neuroscience
Medical Laboratory Technology
Health Informatics
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)

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International Journal of Molecular Sciences
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Wiley
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Varizhuk I. V. et al. Synthesis of α‐ D ‐Ribose 1‐Phosphate and 2‐Deoxy‐α‐ D ‐Ribose 1‐Phosphate Via Enzymatic Phosphorolysis of 7‐Methylguanosine and 7‐Methyldeoxyguanosine // Current Protocols. 2022. Vol. 2. No. 1.
GOST all authors (up to 50) Copy
Varizhuk I. V., Oslovsky V. E., Solyev P. N., Drenichev M. S., Mikhailov S. N. Synthesis of α‐ D ‐Ribose 1‐Phosphate and 2‐Deoxy‐α‐ D ‐Ribose 1‐Phosphate Via Enzymatic Phosphorolysis of 7‐Methylguanosine and 7‐Methyldeoxyguanosine // Current Protocols. 2022. Vol. 2. No. 1.
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TY - JOUR
DO - 10.1002/cpz1.347
UR - https://doi.org/10.1002/cpz1.347
TI - Synthesis of α‐ D ‐Ribose 1‐Phosphate and 2‐Deoxy‐α‐ D ‐Ribose 1‐Phosphate Via Enzymatic Phosphorolysis of 7‐Methylguanosine and 7‐Methyldeoxyguanosine
T2 - Current Protocols
AU - Varizhuk, Irina V
AU - Oslovsky, Vladimir E
AU - Solyev, Pavel N
AU - Drenichev, Mikhail S
AU - Mikhailov, Sergey N.
PY - 2022
DA - 2022/01/20 00:00:00
PB - Wiley
IS - 1
VL - 2
SN - 2691-1299
SN - 2691-1299
ER -
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BibTex Copy
@article{2022_Varizhuk,
author = {Irina V Varizhuk and Vladimir E Oslovsky and Pavel N Solyev and Mikhail S Drenichev and Sergey N. Mikhailov},
title = {Synthesis of α‐ D ‐Ribose 1‐Phosphate and 2‐Deoxy‐α‐ D ‐Ribose 1‐Phosphate Via Enzymatic Phosphorolysis of 7‐Methylguanosine and 7‐Methyldeoxyguanosine},
journal = {Current Protocols},
year = {2022},
volume = {2},
publisher = {Wiley},
month = {jan},
url = {https://doi.org/10.1002/cpz1.347},
number = {1},
doi = {10.1002/cpz1.347}
}
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