Cleavage of β-lactone ring by serine protease. Mechanistic implications

DH Kim, J Park, SJ Chung, JD Park, NK Park…

文献索引：Kim, Dong H.; Park, Jeong-il; Chung, Sang J.; Park, Jung Dae; Park, No-Kyung; Han, Jong Hoon Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 8 p. 2553 - 2560

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被引用次数: 21

摘要

Both enantiomers of 3-benzyl-2-oxetanone (1) were found to be slowly hydrolyzed substrates of α-chymotrypsin having kcat values of 0.134±0.008 and 0.105±0.004 min− 1 for (R)-1 and (S)-1, respectively, revealing that α-CT is virtually unable to differentiate the enantiomers in the hydrolysis of 1. The initial step to form the acyl-enzyme intermediate by the attack of Ser-195 hydroxyl on the β-lactone ring at the 2-position in the hydrolysis ...