DUPLEX STABILIZATION OF DNA - OLIGONUCLEOTIDES CONTAINING 7-SUBSTITUTED 7-DEAZAADENINES

Autor(en): SEELA, F
THOMAS, H
Stichwörter: 2'-DEOXYTUBERCIDIN; 7-DEAZA-2'-DEOXYADENOSINE; ANALOGS; B-DNA; BASE; Chemistry; Chemistry, Multidisciplinary; INHIBITORS; NUCLEOSIDE; POLY(DA-DT); REPLACING DA; TUBERCIDIN
Erscheinungsdatum: 1995
Herausgeber: NEUE SCHWEIZ CHEM GESELLSCHAFT
Journal: HELVETICA CHIMICA ACTA
Volumen: 78
Ausgabe: 1
Startseite: 94
Seitenende: 108
Zusammenfassung: 
The oligonucleotide building blocks 4b-d derived from 7-bromo-, 7-chloro-, and 7-methyl-substituted 7-deaza-2'-deoxyadenosines 3b-d were prepared. They were employed in the solid-phase synthesis of the oligonucleotides 7-25. The dA residues of the homomer d(A(12)), the alternating d[(A-T)(6)], and the palindromic d(G-T-A-G-A-A-T-T-C-T-A-C) were replaced by 3b-d as well as by the parent 7-deaza-2'-deoxyadenosine (3a). The melting profiles and CD spectra of oligonucleotide duplexes, showing this major groove modification, were measured, and the T-m values as well as the thermodynamic data were determined. It was found that small substituents such as Br, Cl, or Me introduced in the 7-position of a 7-deazaadenine residue increase the duplex stability compared to oligonucleotides containing adenine.
ISSN: 0018019X
DOI: 10.1002/hlca.19950780110

Show full item record

Page view(s)

5
Last Week
2
Last month
1
checked on Feb 24, 2024

Google ScholarTM

Check

Altmetric