Conformations of complexes between mitomycins and decanucleotides. 3. Sequence specificity, binding at C-10, and mitomycin analogues.
J Med Chem
; 31(8): 1612-20, 1988 Aug.
Article
em En
| MEDLINE
| ID: mdl-3397999
ABSTRACT
Molecular mechanics simulation of the interactions of mitomycin C and certain analogues with DNA models are presented. The sequence specificity of mitomycin C binding was investigated by using a d(GCGCGCGCGC)2 decanucleotide duplex, abbreviated herein as GC10, in which the base pair was varied on either side of the covalent binding site. A CGT fragment was favored, although its correlation with the diverse findings in the literature is questionable. A model was derived for the monocovalent binding at C10 of 2,7-diaminomitosene with GC10 and for the noncovalently bound hydroquinone intermediate. Revised models were established for three highly active mitomycin C analogues M-83, BMY-25282, and RR-150. They involved covalent binding at the 2-amino group of a guanine residue, and they accounted for enhanced noncovalent binding afforded by specific interactions of the C7 substituents with residues in GC10.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Oligodesoxirribonucleotídeos
/
Mitomicina
/
Mitomicinas
Tipo de estudo:
Prognostic_studies
Limite:
Animals
Idioma:
En
Revista:
J Med Chem
Assunto da revista:
QUIMICA
Ano de publicação:
1988
Tipo de documento:
Article