Synthesis of 9-beta-d-arabinofuranosylguanine by combined use of two whole cell biocatalysts

Bioorg Med Chem Lett. 2009 Aug 1;19(15):4210-2. doi: 10.1016/j.bmcl.2009.05.106. Epub 2009 May 30.

Abstract

Unlike the preparation of other purine nucleosides, transglycosylation from a pyrimidine nucleoside and guanine is difficult because of the low solubility of this base. Thus, another strategy, based on the coupled action of two whole cell biocatalyzed reactions, transglycosylation and deamination, was used. Enterobacter gergoviae and Arthrobacter oxydans were employed to synthesize 9-beta-d-arabinofuranosylguanine (AraG), an efficient anti leukemic drug.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / pharmacology*
  • Arabinonucleosides / chemical synthesis*
  • Arabinonucleosides / pharmacology
  • Arthrobacter / metabolism
  • Catalysis
  • Cell Line
  • Cell Line, Tumor
  • Chemistry, Pharmaceutical / methods*
  • Drug Design
  • Drug Screening Assays, Antitumor
  • Enterobacter / metabolism
  • Glycosylation
  • Humans
  • Leukemia / drug therapy*
  • Models, Chemical

Substances

  • Antineoplastic Agents
  • Arabinonucleosides
  • 9-arabinofuranosylguanine