Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Synthesis of Fluorine-Containing Analogues of Purine Deoxynucleosides: Optimization of Enzymatic Transglycosylation Conditions.

Literature DB >> 35538278

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

M S Drenichev¹, E O Dorinova¹, I V Varizhuk¹, V E Oslovsky¹, M A Varga¹, R S Esipov², D D Lykoshin², C S Alexeev³.

Abstract

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 N6-benzyl-2'-deoxyadenosine, potential inhibitors of replication of enteroviruses in a cell, were obtained starting from the corresponding ribonucleosides.

Entities: Chemical

Keywords: 7-methylguanosine; adenosine; benzyladenine; enzymes; fluorine-containing derivatives; nucleoside phosphorylase (NP); transglycosylation

Mesh：

Substances：

Year: 2022 PMID： 35538278 PMCID： PMC9090681 DOI： 10.1134/S1607672922020053

Source DB: PubMed Journal: Dokl Biochem Biophys ISSN： 1607-6729 Impact factor: 0.834

Keyword Cloud
References

11 in total

1. Thermodynamics of enzyme-catalyzed reactions--a database for quantitative biochemistry.

Authors: Robert N Goldberg; Yadu B Tewari; Talapady N Bhat
Journal: Bioinformatics Date: 2004-05-14 Impact factor: 6.937

2. Defining a process operating window for the synthesis of 5-methyluridine by transglycosylation of guanosine and thymine.

Authors: Gregory E R Gordon; Daniel F Visser; Dean Brady; Nelly Raseroka; Moira L Bode
Journal: J Biotechnol Date: 2010-11-26 Impact factor: 3.307

3. Properties of two unusual, and fluorescent, substrates of purine-nucleoside phosphorylase: 7-methylguanosine and 7-methylinosine.

Authors: E Kulikowska; A Bzowska; J Wierzchowski; D Shugar
Journal: Biochim Biophys Acta Date: 1986-12-12

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

1. Thermodynamics of enzyme-catalyzed reactions--a database for quantitative biochemistry.

2. Defining a process operating window for the synthesis of 5-methyluridine by transglycosylation of guanosine and thymine.

3. Properties of two unusual, and fluorescent, substrates of purine-nucleoside phosphorylase: 7-methylguanosine and 7-methylinosine.

4. Properties of purine nucleoside phosphorylase (PNP) of mammalian and bacterial origin.

Review 5. Biocatalytic approaches applied to the synthesis of nucleoside prodrugs.

Review 6. Enzymology of purine and pyrimidine antimetabolites used in the treatment of cancer.

7. Use of nucleoside phosphorylases for the preparation of 5-modified pyrimidine ribonucleosides.

8. An enzymatic transglycosylation of purine bases.

9. New trends in nucleoside biotechnology.

10. Fluorination of Naturally Occurring N⁶-Benzyladenosine Remarkably Increased Its Antiviral Activity and Selectivity.