1-deazaadenosine: synthesis and activity of base-modified hammerhead ribozymes

Autor(en): Seela, F
Debelak, H
Usman, N
Burgin, A
Beigelman, L
Stichwörter: 1-DEAZA-2'-DEOXYADENOSINE; AMINO-GROUPS; BINDING; Biochemistry & Molecular Biology; CATALYTIC CLEAVAGE; CHEMICAL SYNTHESIS; CRYSTAL-STRUCTURE; DEPROTECTION; EFFICIENT CLEAVAGE; HOOGSTEEN-DUPLEX DNA; RNA
Erscheinungsdatum: 1998
Herausgeber: OXFORD UNIV PRESS
Journal: NUCLEIC ACIDS RESEARCH
Volumen: 26
Ausgabe: 4
Startseite: 1010
Seitenende: 1018
Zusammenfassung: 
The incorporation of 1-deazaadenosine (c(1)A, 1b) into a hammerhead ribozyme and the resulting catalytic activity is described. For this purpose the phosphoramidite 2a and the 3'-phosphonate 2b as well as Fractosil-linked 1-deazaadenosine (3b) were prepared. The methoxyacetyl group was used for the 6-amino group protection and the triisopropylsilyl residue was introduced as the 2'-OH protecting group. Replacement of residues A(14) and A(15.1) Of the hammerhead ribozyme by 1-deazaadenosine resulted in a significantly reduced catalytic activity. Substitution of the A(6), A(9) and A(13) residues has only a minor influence. The findings observed on ribozymes modified with 1-deazaadenosine were compared with those containing other adenosine analogues.
ISSN: 03051048
DOI: 10.1093/nar/26.4.1010

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