Cargando…

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

In this work, a comparative analysis of the conditions of transglycosylation reactions catalyzed by E. coli nucleoside phosphorylases was carried out, and the optimal conditions for the formation of various nucleosides were determined. Under the optimized conditions of transglycosylation reaction, f...

Descripción completa

Detalles Bibliográficos
Autores principales: Drenichev, M. S., Dorinova, E. O., Varizhuk, I. V., Oslovsky, V. E., Varga, M. A., Esipov, R. S., Lykoshin, D. D., Alexeev, C. S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Pleiades Publishing 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9090681/
https://www.ncbi.nlm.nih.gov/pubmed/35538278
http://dx.doi.org/10.1134/S1607672922020053
_version_ 1784704778858659840
author Drenichev, M. S.
Dorinova, E. O.
Varizhuk, I. V.
Oslovsky, V. E.
Varga, M. A.
Esipov, R. S.
Lykoshin, D. D.
Alexeev, C. S.
author_facet Drenichev, M. S.
Dorinova, E. O.
Varizhuk, I. V.
Oslovsky, V. E.
Varga, M. A.
Esipov, R. S.
Lykoshin, D. D.
Alexeev, C. S.
author_sort Drenichev, M. S.
collection PubMed
description In this work, a comparative analysis of the conditions of transglycosylation reactions catalyzed by E. coli nucleoside phosphorylases was carried out, and the optimal conditions for the formation of various nucleosides were determined. Under the optimized conditions of transglycosylation reaction, fluorine-containing derivatives of N(6)-benzyl-2'-deoxyadenosine, potential inhibitors of replication of enteroviruses in a cell, were obtained starting from the corresponding ribonucleosides.
format Online
Article
Text
id pubmed-9090681
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher Pleiades Publishing
record_format MEDLINE/PubMed
spelling pubmed-90906812022-05-12 Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions Drenichev, M. S. Dorinova, E. O. Varizhuk, I. V. Oslovsky, V. E. Varga, M. A. Esipov, R. S. Lykoshin, D. D. Alexeev, C. S. Dokl Biochem Biophys Biochemistry, Biophysics, and Molecular Biology In this work, a comparative analysis of the conditions of transglycosylation reactions catalyzed by E. coli nucleoside phosphorylases was carried out, and the optimal conditions for the formation of various nucleosides were determined. Under the optimized conditions of transglycosylation reaction, fluorine-containing derivatives of N(6)-benzyl-2'-deoxyadenosine, potential inhibitors of replication of enteroviruses in a cell, were obtained starting from the corresponding ribonucleosides. Pleiades Publishing 2022-05-10 2022 /pmc/articles/PMC9090681/ /pubmed/35538278 http://dx.doi.org/10.1134/S1607672922020053 Text en © The Author(s) 2022, ISSN 1607-6729, Doklady Biochemistry and Biophysics, 2022, Vol. 503, pp. 52–58. © The Author(s), 2022. This article is an open access publication.Russian Text © The Author(s), 2022, published in Doklady Rossiiskoi Akademii Nauk. Nauki o Zhizni, 2022, Vol. 503, pp. 144–151. https://creativecommons.org/licenses/by/4.0/Open Access.This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Biochemistry, Biophysics, and Molecular Biology
Drenichev, M. S.
Dorinova, E. O.
Varizhuk, I. V.
Oslovsky, V. E.
Varga, M. A.
Esipov, R. S.
Lykoshin, D. D.
Alexeev, C. S.
Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions
title Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions
title_full Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions
title_fullStr Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions
title_full_unstemmed Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions
title_short Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions
title_sort synthesis of fluorine-containing analogues of purine deoxynucleosides: optimization of enzymatic transglycosylation conditions
topic Biochemistry, Biophysics, and Molecular Biology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9090681/
https://www.ncbi.nlm.nih.gov/pubmed/35538278
http://dx.doi.org/10.1134/S1607672922020053
work_keys_str_mv AT drenichevms synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions
AT dorinovaeo synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions
AT varizhukiv synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions
AT oslovskyve synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions
AT vargama synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions
AT esipovrs synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions
AT lykoshindd synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions
AT alexeevcs synthesisoffluorinecontaininganaloguesofpurinedeoxynucleosidesoptimizationofenzymatictransglycosylationconditions