5-Aza-7-deaza-2′-deoxyguanosine: Oligonucleotide Duplexes with Novel Base Pairs, Parallel Chain Orientation and Protonation Sites in the Core of a Double Helix

✍ Scribed by Frank Seela; Alexander Melenewski

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 286 KB
• Volume: 1999
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199902)1999:2<485::aid-ejoc485>3.0.co;2-j

✦ Synopsis

Oligonucleotides containing 5-aza-7-deaza-2Ј-deoxyguano-was observed between 5-aza-7-deazaguanine and guanine or 7-deazaguanine. Antiparallel stranded duplexes are sine (1) were synthesized. Solid-phase synthesis was performed with the phosphonate 15 or the phosphoramidite formed when 5-aza-7-deazaguanine pairs with cytosine. This base pair has only two hydrogen bonds under neutral 5. The amino-unprotected phosphonate 4 was also employed. Hybridization studies of oligonucleotides con-conditions but is stabilized by a third one in acidic medium.

A new base pair is also detected between the base of 1 and taining 1 resulted in new base pairs leading to duplexes with parallel (ps) or antiparallel (aps) chain orientation. Among isoguanine (neutral medium). those with parallel chains a stable "purine-purine" base pair [a] Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, groups. [12,13] Due to the different nitrogen pattern of 5-aza-