Journal of Pesticide Science
Online ISSN : 1349-0923
Print ISSN : 1348-589X
ISSN-L : 0385-1559
A Glutathione Conjugate of 2, 4-Dichloro-1-nitrobenzene: Its Detection as a Metabolic Intermediate and Further Metabolism in Mucor javanicus
Microbial Metabolism of Chlorinated Nitrobenzenes (Part 3)
Satoshi TAHARAZainuddin HAFSAHJunya MIZUTANI
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1987 Volume 12 Issue 4 Pages 609-616

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Abstract
Formation of a 2, 4-dichloro-1-nitrobenzene glutathione conjugate [S-(5-chloro-2-nitrophenyl) glutathione, 2] was confirmed in the cell-free system of Mucor javanicus which metabolizes 2, 3- and 2, 4-dichloro-1-nitrobenzenes into the corresponding chloro-methylthio-nitrobenzenes or chloro-methylthiobenzenamines. Further metabolisms of 2, the corresponding cysteine conjugate (3) and 5-chloro-2-nitrobenzenethiol (4) were investigated. Oxidation products (S-oxides and S-dioxides) of the formerly identified methylthio-containing metabolites were isolated from the growing cultures of the fungus administered 2. S-(5-Chloro-2-nitrophenyl) cysteine (3) and N-acetyl-S-(5-chloro-2-nitrophenyl) cysteine (7) were newly identified as metabolites of 2 in the resting cell system of the fungus.
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© Pesticide Science Society of Japan
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