A. Fidder et al., SYNTHESIS, CHARACTERIZATION, AND QUANTITATION OF THE MAJOR ADDUCTS FORMED BETWEEN SULFUR MUSTARD AND DNA OF CALF THYMUS AND HUMAN BLOOD, Chemical research in toxicology, 7(2), 1994, pp. 199-204
As part of a program to develop methods for verification of alleged ex
posure to sulfur mustard, we synthesized and characterized the adducts
most likely formed by alkylation of DNA with sulfur mustard: N7-[2-L(
2-hydroxyethyl)thio]ethyl]guanine (1), bis[2-(guanin-7-yl)ethyl] sulfi
de (2), N3-[2-L(2-hydroxyethyl)thiolethyl]adenine (3), and O6-[2-[(2-h
ydroxyethyl)thio]ethyl]-guanine and its 2'-deoxyguanosine derivative.
Incubation of double-stranded calf thymus DNA and human blood with [S-
35]sulfur mustard in vitro followed by enzymatic degradation of the DN
A and mild depurination afforded three major radioactive peaks upon HP
LC analysis. These peaks were identified as 1-3 by coelution with the
synthetic markers and mass spectrometric and electronic spectra. Compo
und 1 appeared to be the most abundant adduct, which is in agreement w
ith previous investigations on DNA alkylation with sulfur mustard.