Sequence selective recognition of DNA by hairpin conjugates of a racemic seco-cyclopropaneindoline-2-benzofurancarboxamide and polyamides.
Bioorg Med Chem Lett
; 12(16): 2245-8, 2002 Aug 19.
Article
em En
| MEDLINE
| ID: mdl-12127548
ABSTRACT
Conjugates of racemic seco-cyclopropaneindoline-2-benzofurancarboxamide (CI-Bf) and four diamides (ImIm 1, ImPy 2, PyIm 3, and PyPy 4, where Py is pyrrole, and Im is imidazole), linked by a gamma-aminobutyrate group were synthesized. In addition to alkylating at adenine-N3 positions within an A(5) sequence, the imidazole-containing compounds 1 and 2 were found to also alkylate purine-N3 positions within a sequence 3'-GGGGGGA(888)CTGCTC(894)-5'. A model for the binding of hairpin conjugates 1 and 2 with the 3'-GACT-5' sequence is proposed.
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Base de dados:
MEDLINE
Assunto principal:
Pirróis
/
Benzofuranos
/
DNA
/
Amidas
/
Imidazóis
Idioma:
En
Ano de publicação:
2002
Tipo de documento:
Article