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Drug self-assembly on DNA: Sequence effects with trans-bis-(4-N-methylpyridiniumyl)diphen porphyrin and hoechst 33258

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UNSPECIFIED (2000) Drug self-assembly on DNA: Sequence effects with trans-bis-(4-N-methylpyridiniumyl)diphen porphyrin and hoechst 33258. In: 11th Conversation in Biomolecular Stereodynamics, JUN 15-19, 1999, SUNY ALBANY, ALBANY, NEW YORK.

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Abstract

Self assembly in biological systems is increasingly being recognised as an important phenomenon. We have examined two model systems: the cationic mese-substituted free base porphyrin derivative trans-bis-(4-N-methylpyridiniumyl)diphenyl porphyrin (t-H2P) and Hoechst 33258 (Hoechst) both of which were known to assemble on DNA. t-H2P self-assembles in solution under appropriate conditions, whereas Hoechst does not. By varying ionic strength and ligand:DNA mixing ratios, these features together with their different steric constraints have led to quite different DNA binding behaviour Hoechst on poly[d(A-T)](2) stacks across the major groove? probably after filling its well established monomeric minor groove binding mode. By way of contrast the Hoechst/poly[d(G-C)](2) self-assembled aggregates involve partially intercalated molecules stacking in the major groove. The binding mode adopted by t-H2P with poly[d(A-T)](2) and poly[d(G-C)](2) appears to be kinetically controlled and to be determined by the pre-existence of monomer binding and/or ligand stacks in solution. With poly[d(A-T)](2) the modes adopted both involve displacing the DNA bases to be more parallel than perpendicular to the helix axis. One is probably based on porphyrin intercalation and the other on minor groove binding. Resonance light scattering, linear dichroism, circular dichroism, normal absorption and fluorescence spectroscopies have been used to characterise the self-assembly in these systems.

Item Type: Conference Item (UNSPECIFIED)
Subjects: Q Science > QD Chemistry
Q Science > QH Natural history > QH301 Biology
Journal or Publication Title: JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
Publisher: ADENINE PRESS INC
ISSN: 0739-1102
Date: 2000
Number: Sp. Iss. S2
Number of Pages: 14
Page Range: pp. 335-348
Publication Status: Published
Title of Event: 11th Conversation in Biomolecular Stereodynamics
Location of Event: SUNY ALBANY, ALBANY, NEW YORK
Date(s) of Event: JUN 15-19, 1999
URI: http://wrap.warwick.ac.uk/id/eprint/12766

Data sourced from Thomson Reuters' Web of Knowledge

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