DNA cleavage by the photolysis of cyclopentadienyl metal complexes: Mechanistic studies and sequence selectivity of strand scission by CpW(CO) 3CH3

Debra L. Mohler, Jennifer R. Downs, Allison L. Hurley-Predecki, Jennifer R. Sallman, Peter M. Gannett, Xianglin Shi

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

The photolysis of CpW(CO)3Me has been shown to produce methyl radicals and to cleave DNA in a single-stranded manner, and preliminary evidence implicated a carbon-centered radical in this process. In this work, the mechanism of strand scission in this reaction was determined to occur by hydrogen atom abstraction from the 4′- and 5′-positions of the deoxyribose moiety of the backbone of DNA. Additionally, in a side reaction that does not lead to frank strand scission, all four bases of DNA are methylated under these conditions; however, none of these base or backbone modifications lead to the formation of abasic sites.

Original languageEnglish
Pages (from-to)9093-9102
Number of pages10
JournalJournal of Organic Chemistry
Volume70
Issue number23
DOIs
StatePublished - Nov 11 2005

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint

Dive into the research topics of 'DNA cleavage by the photolysis of cyclopentadienyl metal complexes: Mechanistic studies and sequence selectivity of strand scission by CpW(CO) 3CH3'. Together they form a unique fingerprint.

Cite this