Download PDF
Synthesis 1990; 1990(10): 962-966
DOI: 10.1055/s-1990-27066
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Dideoxygenated Purine Nucleosides Substituted at the 8-Position: Chemical Synthesis and Stability

Greg S. Buenger* , Vasu Nair
  • *Department of Chemistry, The University of Iowa, Iowa City. IA 52242, USA
Further Information

Publication History

Publication Date:
17 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Synthesis of novel analogues of the largely unknown family of 8-substituted 2′,3′-dideoxyadenosines is described. Hydrolytic deamination of two of these analogues by mammalian adenosine deaminase was utilized for an enzymatic synthesis of 2′,3′- dideoxyinosine compounds. The glycosidic bond of 2′,3′-dideoxy-8- hydtoxyadenosine is remarkably stable with respect to hydrolytic cleavage which is very unusual for a dideoxynucleoside.