On the applicability of the Jones active site model of pig liver esterase to S-chiral and prochiral sulfinyl substrates |
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| Institution: | 1. College of Science, Dalian Ocean University, Dalian 116023, China;2. Lab of Toxicology & Pharmacology, Faculty of Naval Medicine, Second Military Medical University, Shanghai 200433, China |
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| Abstract: | A series of racemic methyl sulfinylacetates was hydrolyzed in the presence of pig liver esterase (PLE) under kinetic resolution conditions to give the corresponding S-chiral sulfinylacetic acids and recovered esters in moderate enantiomeric purity. The Jones active site model was found to be suitable for explaining the enantioselectivity of the above reaction and for the PLE-mediated desymmetrization of prochiral sulfinyldicarboxylates. |
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