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Nucleic Acids Research, Vol 25, Issue 20 4072-4078, Copyright © 1997 by Oxford University Press

ARTICLES

Minor groove binding of a bis-quaternary ammonium compound: the crystal structure of SN 7167 bound to d(CGCGAATTCGCG)2

CJ Squire, GR Clark and WA Denny
Chemistry Department, School of Medicine, University of Auckland, Auckland, New Zealand. c.squire@auckland.ac.nz

The X-ray crystal structure of the complex between the synthetic antitumour and antiviral DNA binding ligand SN 7167 and the DNA oligonucleotide d(CGCGAATTCGCG)2 has been determined to an R factor of 18.3% at 2.6 A resolution. The ligand is located within the minor groove and covers almost 6 bp with the 1-methylpyridinium ring extending as far as the C9-G16 base pair and the 1-methylquinolinium ring lying between the G4-C21 and A5-T20 base pairs. The ligand interacts only weakly with the DNA, as evidenced by long range contacts and shallow penetration into the groove. This structure is compared with that of the complex between the parent compound SN 6999 and the alkylated DNA sequence d(CGC[e6G]AATTCGCG)2. There are significant differences between the two structures in the extent of DNA bending, ligand conformation and groove binding.
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C. J. Squire, L. J. Baker, G. R. Clark, R. F. Martin, and J. White
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[Abstract] [Full Text] [PDF]


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