Synthesis and Properties of Oligonucleotides Containing 2,4-Dihydroxycyclohexyl Nucleosides

✍ Scribed by Dorothée Bardiot; Helmut Rosemeyer; Eveline Lescrinier; Jef Rozenski; Arthur Van Aerschot; Piet Herdewijn

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: German
• Weight: 194 KB
• Volume: 88
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200590258

✦ Synopsis

Abstract

Cyclohexyl nucleosides with an adenine and uracil base have been synthesized from 2‐azidocyclohexane‐1,5‐diol. The obtained racemic nucleosides were resolved using (R)‐O‐methylmandelic acid. Short oligonucleotides were synthesized using phorphoramidite chemistry. However, these oligonucleotides do not show self‐hybridization, and duplexes are less stable than those of ribopyranosyl‐(4′ → 2′)‐oligonucleotides.