The arsenolysis reaction in the biotechnological method of synthesis of modified purine β-D-arabinonucleosides
- Authors: Konstantinova I.D.1, Fateev I.V.1, Miroshnikov A.I.1
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Affiliations:
- Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
- Issue: Vol 42, No 4 (2016)
- Pages: 372-380
- Section: Article
- URL: https://journals.rcsi.science/1068-1620/article/view/228000
- DOI: https://doi.org/10.1134/S1068162016040105
- ID: 228000
Cite item
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.
About the authors
I. D. Konstantinova
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
Author for correspondence.
Email: kid1968@yandex.ru
Russian Federation, ul. Miklukho-Maklaya 16/10, Moscow, 117997
I. V. Fateev
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
Email: kid1968@yandex.ru
Russian Federation, ul. Miklukho-Maklaya 16/10, Moscow, 117997
A. I. Miroshnikov
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry
Email: kid1968@yandex.ru
Russian Federation, ul. Miklukho-Maklaya 16/10, Moscow, 117997