DNA Cleavage by the Photolysis of Cyclopentadienyl Metal Complexes: Mechanistic Studies and Sequence Selectivity of Strand Scission by CpW(CO)3CH3

Details

• Personal Author:
  Downs JR ; Gannett PM ; Hurley-Predecki AL ; Mohler DL ; Sallman JR ; Shi XL
• Description:
  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. [Description provided by NIOSH]
• Subjects:
  Chemistry Chemistry, Analytic Genetics Occupational Health Safety
• Keywords:
  Analytical-chemistry Analytical-processes Methyl-compounds
• ISSN:
  0022-3263
• Document Type:
  Text
• Genre:
  Journal Article
• Place as Subject:
  OSHA Region 3 ; West Virginia
• CIO:
  National Institute for Occupational Safety and Health (NIOSH)
• Division:
  HELD - Health Effects Laboratory Division
• Topic:
  Workplace Safety & Health
• Location:
  North America
• Volume:
  70
• Issue:
  23
• NIOSHTIC Number:
  nn:20028939
• Citation:
  J Org Chem 2005 Nov; 70(23):9093-9102
• Email:
  mohlerdl@jmv.edu
• Federal Fiscal Year:
  2006
• NORA Priority Area:
  Research Tools and Approaches: Cancer Research Methods
• Peer Reviewed:
  True
• Source Full Name:
  Journal of Organic Chemistry
• Collection(s):
  National Institute for Occupational Safety and Health
• Main Document Checksum:
  urn:sha-512:f9a3c38b7fdbbee079a27f939d7295b4b6da0e41e8d254baf04617da283aa26ac6373d31a9134607f424a38b3f51bf437404692908b43888f251e4fd1efbb6d7
• Download URL:
  https://stacks.cdc.gov/view/cdc/190027/cdc_190027_DS1.pdf
• File Type:
  [PDF - 1.73 MB ]