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The arsenolysis reaction in the biotechnological method of synthesis of modified purine β-D-arabinonucleosides

Authors :
A. I. Miroshnikov
Irina D. Konstantinova
I. V. Fateev
Source :
Russian Journal of Bioorganic Chemistry. 42:372-380
Publication Year :
2016
Publisher :
Pleiades Publishing Ltd, 2016.

Abstract

We found a unique property of E. coli purine nucleoside phosphorylases to selectively perform the arsenolysis reaction of ribonucleosides in their active site without affecting β-D-arabinonucleosides. In the synthesis of modified β-D-arabinonucleosides from the corresponding ribonucleosides, the catalytical amount of sodium arsenate in the transglycosylation reaction provided a 95 to 98% conversion rate. Such an approach was shown to simplify the composition of the reaction mixtures and facilitate the isolation of the target nucleosides, particularly, vidarabine, fludarabine, and nelarabine.

Details

ISSN :
1608330X and 10681620
Volume :
42
Database :
OpenAIRE
Journal :
Russian Journal of Bioorganic Chemistry
Accession number :
edsair.doi...........13532915fdb9a86c1830b5975b9a88e2