TY - JOUR
T1 - Chloroperoxidase-mediated oxidation of organophosphorus pesticides
AU - Hernandez, Janet
AU - Robledo, Norma R.
AU - Velasco, Luis
AU - Quintero, Rodolfo
AU - Pickard, Michael A.
AU - Vazquez-Duhalt, Rafael
N1 - Funding Information:
This work was supported by the National Council for Science and Technology of México (Grant CONACyT 25376A).
PY - 1998/9/1
Y1 - 1998/9/1
N2 - Chloroperoxidase from Caldariomyces fumago was tested for the oxidation of 10 organophosphorus pesticides. Organophosphorus pesticides containing the phosphorothioate group, azinphos-methyl, chlorpyrifos, dichlorofenthion, dimethoate, parathion, phosmet, and terbufos were oxidized by chloroperoxidase in the presence of hydrogen peroxide and chloride ions. The products were identified as oxon derivatives (phosphates), where the sulfur atom from the thioate group is substituted by an oxygen atom. No hydrolysis products were detected after enzymatic oxidation of these pesticides, and no halogenation of substrates was detected. Chloroperoxidase oxidation of relatively toxic organophosphorus pesticides produces metabolites similar to those formed by cytochrome P450 during the metabolic activation of pesticides in vivo. However, the major difference between these biocatalysts is that further cleavage of oxons, which is typical of the P450-catalyzed reaction, was not observed with Chloroperoxidase.
AB - Chloroperoxidase from Caldariomyces fumago was tested for the oxidation of 10 organophosphorus pesticides. Organophosphorus pesticides containing the phosphorothioate group, azinphos-methyl, chlorpyrifos, dichlorofenthion, dimethoate, parathion, phosmet, and terbufos were oxidized by chloroperoxidase in the presence of hydrogen peroxide and chloride ions. The products were identified as oxon derivatives (phosphates), where the sulfur atom from the thioate group is substituted by an oxygen atom. No hydrolysis products were detected after enzymatic oxidation of these pesticides, and no halogenation of substrates was detected. Chloroperoxidase oxidation of relatively toxic organophosphorus pesticides produces metabolites similar to those formed by cytochrome P450 during the metabolic activation of pesticides in vivo. However, the major difference between these biocatalysts is that further cleavage of oxons, which is typical of the P450-catalyzed reaction, was not observed with Chloroperoxidase.
UR - http://www.scopus.com/inward/record.url?scp=0032169359&partnerID=8YFLogxK
U2 - 10.1006/pest.1998.2351
DO - 10.1006/pest.1998.2351
M3 - Artículo
SN - 0048-3575
VL - 61
SP - 87
EP - 94
JO - Pesticide Biochemistry and Physiology
JF - Pesticide Biochemistry and Physiology
IS - 2
ER -