The chemoenzymatic synthesis of clofarabine and related 2′-deoxyfluoroarabinosyl nucleosides: the electronic and stereochemical factors determining substrate recognition by E. coli nucleoside phosphorylases

The chemoenzymatic synthesis of clofarabine and related 2′-deoxyfluoroarabinosyl nucleosides: the electronic and stereochemical factors determining substrate recognition by E. coli nucleoside phosphorylases

Two approaches to the synthesis of 2-chloro-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)adenine (1, clofarabine) were studied. The first approach consists in the chemical synthesis of 2-deoxy-2-fluoro-α-D-arabinofuranose-1-phosphate (12a, 2FAra-1P) via three step conversion of 1,3,5-tri-O-benzoyl-2-deo...

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Bibliographic Details
Main Authors: Ilja V. Fateev, Konstantin V. Antonov, Irina D. Konstantinova, Tatyana I. Muravyova, Frank Seela, Roman S. Esipov, Anatoly I. Miroshnikov, Igor A. Mikhailopulo
Format: Article
Language:English
Published: Beilstein-Institut 2014-07-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
chemoenzymatic synthesis
clofarabine
nucleoside phosphorylases
phosphopentomutase
recombinant E. coli ribokinase
Online Access:https://doi.org/10.3762/bjoc.10.173

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