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Tuning the DNA Reactivity of cis-Platinum: Conjugation to a Mismatch-Specific Metallointercalator

Petitjean, Anne and Barton, Jacqueline K. (2004) Tuning the DNA Reactivity of cis-Platinum: Conjugation to a Mismatch-Specific Metallointercalator. Journal of the American Chemical Society, 126 (45). pp. 14728-14729. ISSN 0002-7863. doi:10.1021/ja047235l. https://resolver.caltech.edu/CaltechAUTHORS:20160209-121156848

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Abstract

A novel bimetallic conjugate combining a rhodium intercalator that selectively binds DNA mismatches and a reactive cis-platinum analogue that targets DNA by coordination has been prepared. The site-selectivity of the bimetallic complex in forming coordination adducts is examined using mismatched and well-matched oligonucleotides of different sequences. The results indicate that through the bifunctional complex, the platinum center can be targeted near mismatched sites. Interestingly, with mismatched, DNA both intrastrand and the less common interstrand cross-linked adducts are formed. The recognition of a DNA mismatch by the bulky Rh intercalator appears to direct the Pt unit, depending upon steric constraints, to react preferentially with mismatched DNA at a site that may or may not be the preferred site of Pt coordination. Thus, the presence of a permanent link to a site-specific intercalator is able to tune the reactivity of the cis-platinum analogue.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja047235lDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja047235lPublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ja047235lPublisherSupporting Information
ORCID:
AuthorORCID
Barton, Jacqueline K.0000-0001-9883-1600
Additional Information:© 2004 American Chemical Society. Received May 11, 2004. Publication Date (Web): October 23, 2004. We are grateful to the National Institutes of Health (GM33309) for their financial support. A.P. thanks the French Ministère des Affaires Étrangères for a postdoctoral fellowship (bourse Lavoisier).
Funders:
Funding AgencyGrant Number
NIHGM33309
Ministère des Affaires ÉtrangèresUNSPECIFIED
Issue or Number:45
DOI:10.1021/ja047235l
Record Number:CaltechAUTHORS:20160209-121156848
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160209-121156848
Official Citation:Tuning the DNA Reactivity of cis-Platinum:  Conjugation to a Mismatch-Specific Metallointercalator Anne Petitjean and Jacqueline K. Barton Journal of the American Chemical Society 2004 126 (45), 14728-14729 DOI: 10.1021/ja047235l
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:64333
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:09 Feb 2016 21:07
Last Modified:10 Nov 2021 23:29

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