Phenyl-n-butylborinic acid is a potent transition state analog inhibitor of lipolytic enzymes
- PMID: 3947331
- DOI: 10.1016/0006-291x(86)90575-9
Phenyl-n-butylborinic acid is a potent transition state analog inhibitor of lipolytic enzymes
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.
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