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Chiral probes for the handedness of DNA helices: Enantiomers of tris(4, 7-diphenylphenanthroline)ruthenium(II)

Barton, Jacqueline K. and Basile, Lena A. and Danishefsky, Avis and Alexandrescu, Andrei (1984) Chiral probes for the handedness of DNA helices: Enantiomers of tris(4, 7-diphenylphenanthroline)ruthenium(II). Proceedings of the National Academy of Sciences of the United States of America, 81 (7). pp. 1961-1965. ISSN 0027-8424. http://resolver.caltech.edu/CaltechAUTHORS:BARpnas84

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Abstract

The chiral complexes tris(4,7-diphenyl-1,10- phenanthroline)ruthenium(II) (RuDIP) are shown to be specific chemical probes with which to distinguish right- and left-handed DNA helices in solution. In spectrophotometric titrations of racemic RuDIP with both B-form calf thymus DNA and Z-form poly[d(G-C)], hypochromicity in the intense metal-to-ligand charge-transfer band is found and enhancement in luminescence is observed. The spectrophotometric assay of DNA binding to the well-resolved enantiomers of RuDIP provides a means to determine the helical conformation. Strong chiral specificity is seen in binding experiments with right-handed B-DNA and, on this basis, the absolute configurations are assigned. Although delta RuDIP can bind by intercalation into the right-handed helix, steric constraints imposed by the helix asymmetry preclude completely binding by the [Lambda] enantiomer. Both isomers, however, are found to bind equally to Z-DNA. Left-handed helices that are more similar structurally to B-DNA would be predicted to display a stereospecific preference for this [Lambda] isomer.


Item Type:Article
Additional Information:Copyright © 1984 by the National Academy of Sciences. Communicated by Nicholas J. Turro, November 16, 1983. The publication costs of this article were defrayed in part by page charge payment. This article must therefore be hereby marked "advertisement" in accordance with 18 U.S.C. §1734 solely to indicate this fact. We are grateful to the National Institutes of Health (Grant GM-32203) for financial support.
Record Number:CaltechAUTHORS:BARpnas84
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:BARpnas84
Alternative URL:http://www.pnas.org/cgi/content/abstract/81/7/1961
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:625
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:07 Sep 2005
Last Modified:26 Dec 2012 08:40

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