Hydroperoxide-dependent sulfoxidation catalyzed by soybean microsomes |
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| Authors: | E Blee F Durst |
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| Affiliation: | 1. Department of Pharmacology, School of Basic Medical Sciences, Capital Medical University, Beijing, 100069, PR China;2. Beijing Institute of Brain Disorders & Research Center for Brain Disorders, Capital Medical University, Beijing, 100069, PR China;3. State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, PR China;4. State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, PR China;1. Department of Chemistry, Periyar E.V.R. College, Tiruchirappalli 620 023, Tamil Nadu, India;2. Department of Chemistry, Srimad Andavan Arts & Science College, Tiruchirappalli 620 005, Tamil Nadu, India;1. Department of Chemistry, Faculty of Mathematics and Natural Sciences, Padjadjaran University, Jatinangor 45363, Indonesia;2. Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur 59100, Malaysia;3. Division of Applied Life Sciences, Graduate School of Life and Environmental Sciences, Osaka Prefecture University, Gakuen-cho, Sakai, Osaka 599-8531, Japan;1. Chemistry Department, Haluoleo University, Kendari, Indonesia;2. Institut für Anorganische und Angewandte Chemie der Universität Hamburg, Martin-Luther-King-Platz 6, D-20146, Hamburg, Germany;3. Chemisches Institut, Otto-von-Guericke-Universität Magdeburg, Universitätsplatz 2, D-39106, Magdeburg, Germany;1. Laboratory of Catalysis and Chemical Biology, Department of Organic and Medicinal Chemistry, CSIR – Indian Institute of Chemical Biology, 4, Raja S.C. Mullick Road, Kolkata 700 032, India;2. School of Environmental Studies, Jadavpur University, Kolkata 700 032, India;1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmans’ka Str. 5, Kyiv 02094, Ukraine;2. ChemBioCenter, Kyiv National Taras Shevchenko University, Chervonotkatska Street 61, Kyiv 02094, Ukraine;3. Enamine Ltd, Matrosova Street 23, Kyiv 01103, Ukraine;4. Bâtiment Lavoisier, Université de Versailles-Saint-Quentin, 45 avenue des Etats-Unis, 78035 Versailles, France;5. Université de Tours (UFR Sciences & Techniques), INRA Nouzilly—UMR1282 Infectiologie et Santé Publique, F-37000 Tours, France |
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| Abstract: | The sulfoxidation of methiocarb, an aromatic-alkyl sulfide pesticide, catalyzed by soybean microsomes was found to be strongly stimulated in the presence of cumene and linoleic acid hydroperoxides. We have shown that this S-oxidation, which does not require cofactors such as NAD(P)H, is an hydroperoxide-dependent reaction: 18O2-labeling experiments demonstrated that the oxygen atom incorporated into the sulfoxide originated from hydroperoxides rather than from molecular oxygen. In the absence of exogenous hydroperoxides, soybean microsomes catalyzed methiocarb sulfoxide formation at a basal rate dependent on their endogenous hydroperoxides, especially those derived from free fatty acids. The nature of the sulfoxidase is discussed. Our results seem to rule out the participation of cytochrome P-450 in this oxidation, whereas the studied sulfoxidase presents some similarities to plant peroxygenase. |
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