Enantioselective inhibition of human leukocyte elastase

Arch Biochem Biophys. 1992 Aug 15;297(1):144-6. doi: 10.1016/0003-9861(92)90652-d.

Abstract

(RS)-Diethyl-2-benzyl-succinate was resolved using alpha-chymotrypsin. The two enantiomers were then elaborated to yield (S)-(+) and (R)-(-)-3-benzyl-N-[(methyl-sulfonyl)oxy]succinimide and the inhibitory activity of the two enantiomers toward human leukocyte elastase was subsequently determined. The k2/KI values for the R and S isomers were found to be 330 and 1500 M-1 s-1, respectively.

Publication types

  • Comparative Study
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Chymotrypsin
  • Humans
  • Kinetics
  • Leukocyte Elastase
  • Pancreatic Elastase / antagonists & inhibitors*
  • Stereoisomerism
  • Succinimides / chemistry
  • Succinimides / pharmacology*

Substances

  • Succinimides
  • 3-benzyl-N-(methanesulfonyloxy)succinimide
  • Chymotrypsin
  • Pancreatic Elastase
  • Leukocyte Elastase