Affordable Access

Publisher Website

Highly diastereoselective chemoenzymatic synthesis of (2′R)- and (2′S)-2′-deoxy[2′-2H]guanosines

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
47
Issue
18
Identifiers
DOI: 10.1016/j.tetlet.2006.02.154
Keywords
  • (2′R > 98% De)-2′-Deoxy[2′-2H]Guanosine
  • (2′S > 98% De)-2′-Deoxy[2′-2H]Guanosine
  • Chemoenzymatic Conversion
Disciplines
  • Biology

Abstract

Abstract In an effort to develop an efficient synthetic method of highly diastereoselective (2′ R)- and (2′ S)-2′-deoxy[2′- 2H]guanosines, chemoenzymatic conversion was investigated. The synthesis of (2′ R > 98% de)-2′-deoxy[2′- 2H]guanosine was achieved by biological transdeoxyribosylation using (2′ R > 98% de)-2′-deoxy[2′- 2H]uridine, 2,6-diaminopurine, and Enterobacter aerogenes AJ-11125, followed by treatment with adenosine deaminase. (2′ S > 98% de)-2′-Deoxy[2′- 2H]guanosine was synthesized from (2′ S > 98% de)-2′-deoxy[2′- 2H]uridine and 2,6-diaminopurine using thymidine phosphorylase and purine nucleoside phosphorylase instead of E. aerogenes AJ-11125.

There are no comments yet on this publication. Be the first to share your thoughts.