Synlett 1999; 1999(S1): 913-916
DOI: 10.1055/s-1999-3113
letter
© 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.

Bicyclo[3.2.1]amide-DNA: Synthesis and Base-Pairing Properties

Anita Egger* , Christian J. Leumann
  • *Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, CH-3012 Bern; Fax +41(31)6 31 34 22; E-mail: leumann@ioc.unibe.ch
Further Information

Publication History

Publication Date:
31 December 1999 (online)

A new oligonucleotide analog, bicyclo[3.2.1]-amide-DNA was synthesized. A homo-adenylate sequence of this analog, efficiently forms hetero-duplexes with complementary natural DNA and RNA. The corresponding homo-thymidylate sequence, however, does not base-pair to complementary DNA and RNA, but forms a stable duplex with the homo-adenylate oligomer of the same backbone type. The structure of this duplex is virtually enantiomeric to that of a natural B-DNA, as inferred from CD-spectroscopy.