DNA interstrand cross-linking activity of (1-Chloroethenyl)oxirane, a metabolite of beta-chloroprene

Wadugu, BA; Ng, C; Bartley, BL; Rowe, RJ; Millard, JT

HERO ID

1508892

Reference Type

Journal Article

Year

2010

Language

English

PMID

20030381

HERO ID 1508892
In Press No
Year 2010
Title DNA interstrand cross-linking activity of (1-Chloroethenyl)oxirane, a metabolite of beta-chloroprene
Authors Wadugu, BA; Ng, C; Bartley, BL; Rowe, RJ; Millard, JT
Journal Chemical Research in Toxicology
Volume 23
Issue 1
Page Numbers 235-239
Abstract With the goal of elucidating the molecular and cellular mechanisms of chloroprene toxicity, we examined the potential DNA cross-linking of the bifunctional chloroprene metabolite, (1-chloroethenyl)oxirane (CEO). We used denaturing polyacrylamide gel electrophoresis to monitor the possible formation of interstrand cross-links by CEO within synthetic DNA duplexes. Our data suggest interstrand cross-linking at deoxyguanosine residues within 5'-GC and 5'-GGC sites, with the rate of cross-linking depending on pH (pH 5.0 > pH 6.0 > pH 7.0). A comparison of the cross-linking efficiencies of CEO and the structurally similar cross-linkers diepoxybutane (DEB) and epichlorohydrin (ECH) revealed that DEB > CEO > or = ECH. Furthermore, we found that cytotoxicity correlates with cross-linking efficiency, supporting a role for interstrand cross-links in the genotoxicology of chloroprene.
Doi 10.1021/tx9003769
Pmid 20030381
Wosid WOS:000273618500027
Url <Go to ISI>://WOS:000273618500027
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English