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Stereoselective Hydrolysis of Substituted Cyclopropanedicarboxylates with Pig Liver Esterase
Author(s) -
Walser Paula,
Renold Peter,
N'Goka Victor,
Hosseinzadeh Fatemeh,
Tamm Christoph
Publication year - 1991
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19910740832
Subject(s) - chemistry , esterase , pig liver , cyclopropane , stereoselectivity , hydrolysis , stereochemistry , organic chemistry , enzyme , catalysis , ring (chemistry)
The hydrolysis of the meso ‐cyclopropane‐1,2‐dicarboxylates 1a ‐ 3a , 4 , 5a , 6a , and 9 , containing various substituents at C(3), and of the rac ‐3‐phenylcyclopropane‐1,2‐dicarboxylates 7a , 8a , and 10 with pig liver esterase (PLE) is described. The stereoselectivtty and absolute configurations of the products were determined. An interpretation of results was attempted on the basis of a recent active‐site model for PLE.