REPLACEMENT OF THE PHOSPHODIESTER LINKAGE IN OLIGONUCLEOTIDES BY HETEROCYCLES - SYNTHESIS OF THYMIDINE DINUCLEOTIDE ANALOGS WITH TRIAZOLE-MODIFIED BACKBONES

Authors
VONMATT P LOCHMANN T ALTMANN KH
Citation
P. Vonmatt et al., REPLACEMENT OF THE PHOSPHODIESTER LINKAGE IN OLIGONUCLEOTIDES BY HETEROCYCLES - SYNTHESIS OF THYMIDINE DINUCLEOTIDE ANALOGS WITH TRIAZOLE-MODIFIED BACKBONES, Bioorganic & medicinal chemistry letters, 7(12), 1997, pp. 1549-1552
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
7
Issue
12
Year of publication
1997
Pages
1549 - 1552
Database
ISI
SICI code
0960-894X(1997)7:12<1549:ROTPLI>2.0.ZU;2-E
Abstract
Novel backbone-modified dinucleotide analogs of types V and VI have be en synthesized, where the natural phosphodiester linkage of a T-T dinu cleotide has been replaced by a triazole heterocycle. The key step of the synthesis is the regioselective, thermal cycloaddition of a 2-oxoa lkylidene triphenylphosphorane with an azide derivative to generate th e triazole ring. (C) 1997 Elsevier Science Ltd.