publication . Article . Other literature type . 2016

Bifunctional rhodium intercalator conjugates as mismatch-directing DNA alkylating agents.

Jacqueline K. Barton; Ulrich Schatzschneider;
Open Access
  • Published: 06 May 2016 Journal: Journal of the American Chemical Society, volume 126, pages 8,630-8,631 (issn: 0002-7863, eissn: 1520-5126, Copyright policy)
  • Publisher: American Chemical Society (ACS)
  • Country: United States
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 conjuga...
Subjects
free text keywords: Colloid and Surface Chemistry, Biochemistry, General Chemistry, Catalysis, Biophysics, Microbiology, Genetics, Molecular Biology, Pharmacology, Biotechnology, Cancer, Infectious Diseases, Plant Biology, Space Science, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, mustards show, DNA photocleavage, aniline mustard, Bifunctional Rhodium Intercalator Conjugates, chrysenediimine ligand, Rh intercalator, binding site, DNA base pair mismatches, chemotherapeutic design, mobility shift assay, covalent modification, Base Pair Mismatch, Base pair, A-DNA, Chemistry, DNA, chemistry.chemical_compound, Oligonucleotide, Conjugate, Depurination, Stereochemistry, Alkylation
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