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The arsenolysis reaction in the biotechnological method of synthesis of modified purine β-D-arabinonucleosides
- 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.
- Subjects :
- 0301 basic medicine
Purine
030102 biochemistry & molecular biology
biology
Stereochemistry
Organic Chemistry
Purine nucleoside phosphorylase
Active site
Biochemistry
Fludarabine
03 medical and health sciences
chemistry.chemical_compound
030104 developmental biology
chemistry
Nelarabine
medicine
biology.protein
Bioorganic chemistry
Sodium arsenate
Vidarabine
medicine.drug
Subjects
Details
- ISSN :
- 1608330X and 10681620
- Volume :
- 42
- Database :
- OpenAIRE
- Journal :
- Russian Journal of Bioorganic Chemistry
- Accession number :
- edsair.doi...........13532915fdb9a86c1830b5975b9a88e2