Inhibition stereochemistry of hydroxamate inhibitors for thermolysin

Y Jin; D H Kim

doi:10.1016/s0960-894x(98)00643-x

Inhibition stereochemistry of hydroxamate inhibitors for thermolysin

Bioorg Med Chem Lett. 1998 Dec 15;8(24):3515-8. doi: 10.1016/s0960-894x(98)00643-x.

Authors

Y Jin¹, D H Kim

Affiliation

¹ Center for Biofunctional Molecules, Pohang University of Science and Technology, Korea.

PMID: 9934463
DOI: 10.1016/s0960-894x(98)00643-x

Abstract

N-Acyl-N-hydroxy-beta-amino acid derivatives were prepared and tested as inhibitors for thermolysin to find that these inhibitors show the L-stereospecificity in contrast to the corresponding hydroxamates prepared from alpha-amino acid, which exhibit the D-stereochemistry. N-Formyl-N-hydroxy-beta-L-Phe-NHMe is the most potent inhibitor having the Ki value of 1.66 microM.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Binding Sites
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / pharmacology*
Hydroxamic Acids / chemistry
Hydroxamic Acids / pharmacology*
Stereoisomerism
Thermolysin / antagonists & inhibitors*
Thermolysin / chemistry
Thermolysin / metabolism
Zinc / chemistry

Substances

Enzyme Inhibitors
Hydroxamic Acids
Thermolysin
Zinc