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Org Biomol Chem ; 13(48): 11704-13, 2015 Dec 28.
Artigo em Inglês | MEDLINE | ID: mdl-26477860

RESUMO

Conjugation of metal complexes with peptide scaffolds possessing high DNA binding affinity has shown to modulate their biological activities and to enhance their interaction with DNA. In this work, a platinum complex/peptide chimera was synthesized based on a model of the Integration Host Factor (IHF), an architectural protein possessing sequence specific DNA binding and bending abilities through its interaction with a minor groove. The model peptide consists of a cyclic unit resembling the minor grove binding subdomain of IHF, a positively charged lysine dendrimer for electrostatic interactions with the DNA phosphate backbone and a flexible glycine linker tethering the two units. A norvaline derived artificial amino acid was designed to contain a dimethylethylenediamine as a bidentate platinum chelating unit, and introduced into the IHF mimicking peptides. The interaction of the chimeric peptides with various DNA sequences was studied by utilizing the following experiments: thermal melting studies, agarose gel electrophoresis for plasmid DNA unwinding experiments, and native and denaturing gel electrophoresis to visualize non-covalent and covalent peptide-DNA adducts, respectively. By incorporation of the platinum metal center within the model peptide mimicking IHF we have attempted to improve its specificity and DNA targeting ability, particularly towards those sequences containing adjacent guanine residues.


Assuntos
Complexos de Coordenação/síntese química , Complexos de Coordenação/metabolismo , DNA/metabolismo , Desenho de Fármacos , Fatores Hospedeiros de Integração/síntese química , Fatores Hospedeiros de Integração/metabolismo , Platina/química , Biomimética , Quelantes/química , Técnicas de Química Combinatória , Complexos de Coordenação/química , Eletroforese em Gel Bidimensional , Fatores Hospedeiros de Integração/química , Modelos Biológicos , Peptídeos/química , Peptídeos/metabolismo
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