STRUCTURAL-ANALYSIS OF COVALENT PEPTIDE DIMERS, BIS(PYRIDINE-2-CARBOXAMIDONETROPSIN)(CH2)3-6, IN COMPLEX WITH 5'-TGACT-3' SITES BY 2-DIMENSIONAL NMR

被引：63

作者：

DWYER, TJ

GEIERSTANGER, BH

MRKSICH, M

DERVAN, PB

WEMMER, DE

机构：

[1] CALTECH,ARNOLD & MABEL BECKMAN LABS CHEM SYNTH,PASADENA,CA 91125

[2] UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1993年 / 115卷 / 22期

关键词：

D O I：

10.1021/ja00075a005

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The peptide pyridine-2-carboxamidonetropsin (2-PyN) binds specifically in the minor groove of 5'-(A,T)G(A,T)C(A,T)-3' sequences as a side-by-side antiparallel dimer. Tethering two 2-PyN ligands through the nitrogens of the central pyrrole rings with propyl, butyl, pentyl and hexyl linkers affords covalent peptide dimers, bis(pyridine-2-carboxamide-netropsin)(CH2)3-6, which bind in the minor groove of DNA with increased binding affinities and improved sequence specificities. Two-dimensional NMR studies of the complexes formed upon binding of these covalent peptide dimers to an oligonucleotide containing a 5'-TGACT-3' site reveal that the dimeric peptides bind as intramolecular dimers with nearly identical geometry and peptide-DNA contacts as in the (2-PyN)2.5'-TGACT-3' complex.

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页码：9900 / 9906

页数：7

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