Identification of S-(carboxymethyl)-L-cysteine and thiodiglycolic acid, urinary metabolites of 2,2'-bis-(chloroethyl)-ether in the rat.
S-(carboxymethyl)-L-cysteine (CMC) and thiodiglycollic acid (TGA) were identified by gas chromatographic-mass spectrometric measurements in the urine of rats after intraperitoneal injections of 2,2'-bis-(chloroethyl)-ether (BCEE). It is therefore probable that BCEE is O-dealkylated by a mixed-function oxidation. The hepatocarcinogenic effect of BCEE may be explained by the liberation of chloroacetaldehyde in vivo.
D000818:Animals; D001711:Biotransformation; D002233:Carbocysteine / Q000652:urine*; D002273:Carcinogens; D003545:Cysteine / Q000031:analogs & derivatives*; D004986:Ether / Q000031:analogs & derivatives / Q000378:metabolism* / Q000633:toxicity; D005019:Ethyl Ethers / Q000378:metabolism*; D007274:Injections, Intraperitoneal; D008114:Liver Neoplasms, Experimental / Q000139:chemically induced; D008297:Male; D009153:Mutagens; D051381:Rats; D013864:Thioglycolates / Q000652:urine*
D002273:Carcinogens; D005019:Ethyl Ethers; D009153:Mutagens; D013864:Thioglycolates; D004986:Ether; C010518:thiodiacetic acid; D002233:Carbocysteine; D003545:Cysteine