The influence of modified purine bases on the stability of parallel DNA

✍ Scribed by Frank Seela; Changfu Wei; Georg Becher; Matthias Zulauf; Peter Leonard

• Book ID: 104364961
• Publisher: Elsevier Science
• Year: 2000
• Tongue: English
• Weight: 132 KB
• Volume: 10
• Category: Article
• ISSN: 0960-894X
• DOI: 10.1016/s0960-894x(99)00679-4

✦ Synopsis

The stability of the parallel-stranded (ps) DNA duplexes is increased when the dA-residues are replaced by the 7-substituted 7-deaza-2'-deoxyadenosine derivatives 3a,b or the dG-residues by the 8-aza-7-deazapurine 2'-deoxynucleosides 6 and 7a,b. Also the N-7-glycosylated adenine 5 forms stable base pairs in ps-DNA while it destabilizes oligonucleotide duplexes with antiparallel chain orientation. The presence of a 2-amino group as in compound 4b is critical for the DNA-structure, leading to a much greater destabilization of the ps-hybrids than of aps-DNA.