Bifunctional rhodium intercalator conjugates as mismatch-directing DNA alkylating agents

Journal of the American Chemical Society
Ulrich Schatzschneider, Jacqueline K Barton

Abstract

A conjugate of a DNA mismatch-specific rhodium intercalator, containing the bulky chrysenediimine ligand, and an aniline mustard has been prepared, and targeting of mismatches in DNA by this conjugate has been examined. The preferential alkylation of mismatched over fully matched DNA is found by a mobility shift assay at concentrations where untethered organic mustards show little reaction. The binding site of the Rh intercalator was determined by DNA photocleavage, and the position of covalent modification was established on the basis of the enhanced depurination associated with N-alkylation. The site-selective alkylation at mismatched DNA renders these conjugates useful tools for the covalent tagging of DNA base pair mismatches and new chemotherapeutic design.

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Citations

Oct 9, 2007·Inorganic Chemistry·Mi Hee LimJacqueline K Barton
Jun 26, 2008·Inorganic Chemistry·Brian M Zeglis, Jacqueline K Barton
Sep 20, 2007·Journal of the American Chemical Society·Christine CordierJacqueline K Barton
May 22, 2008·Journal of the American Chemical Society·Brian M ZeglisJacqueline K Barton
Apr 5, 2007·Nature Protocols·Brian M Zeglis, Jacqueline K Barton
Nov 9, 2007·Chemical Communications : Chem Comm·Brian M ZeglisJacqueline K Barton
Mar 19, 2014·Chemical Society Reviews·Anton GranzhanMarie-Paule Teulade-Fichou
Oct 18, 2016·Inorganica Chimica Acta·Kelsey M Boyle, Jacqueline K Barton
Apr 28, 2006·Chemistry : a European Journal·Laura J ChildsMichael J Hannon
Jan 11, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Subhendu KarmakarArindam Mukherjee
Jan 26, 2005·Chemistry : a European Journal·Carsten UerpmannMichael J Hannon
May 25, 2006·Journal of the American Chemical Society·Jens Brunner, Jacqueline K Barton
Jan 27, 2010·Chemical Reviews·Marguerite Pitié, Geneviève Pratviel
Apr 28, 2006·Journal of the American Chemical Society·Brian M Zeglis, Jacqueline K Barton
Jan 25, 2008·The Journal of Physical Chemistry. B·Yun Fei LongYuan Fang Li
Nov 13, 2004·Journal of the American Chemical Society·Anne Petitjean, Jacqueline K Barton

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