Tetrahedron p. 6783 - 6788 (1990)
Update date:2022-08-05
Topics:
Stoineva, I. B.
Bojadziev, S. E.
Petkov, D. D.
Synergism between stereoprotonic (an inherent preference for protonation/deprotonation in the lone pair direction) and stereoelectronic effects on the formation and breakdown of the tetrahedral intermediate has been demonstrated during the kinetically controlled enzymic aminolysis of specific esters by N-nucleophiles.While both N-methylated and N-unmethylated nucleophiles promote chymotrypsin anilide hydrolysis, the N-methylated nucleophiles do not aminolyse detectably acylchymotrypsin.
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