- Phenyl-n-butylborinic acid is a potent transition state analog inhibitor of lipolytic enzymes.
Phenyl-n-butylborinic acid is a potent transition state analog inhibitor of lipolytic enzymes.
Biochemical and biophysical research communications (1986-01-14)
L D Sutton, J S Stout, L Hosie, P S Spencer, D M Quinn
PMID3947331
ABSTRACT
The cholesterol esterase and lipoprotein lipase catalyzed hydrolyses of the water-soluble substrate p-nitrophenyl butyrate are competitively inhibited by butaneboronic acid and phenylboronic acid. Phenyl-n-butylborinic acid has been synthesized and characterized as an ultrapotent transition state analog inhibitor: Ki = 2.9 +/- 0.6 nM and 1.7 +/- 0.3 microM for the cholesterol esterase and lipoprotein lipase reactions, respectively. These results are interpreted in terms of transition state structure and stabilization.