Method for temporarily inhibiting or deactivating serine hydrolase and adduct of serine hydrolase with a phosphonate or phosphate compound
AssigneeThe Catholic University of America
InventorIldiko M. Kovach
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Abstract
Phenacyl phosphonate adducts of serine hydrolases temporarily inhibit or inactivate the serine hydrolases. The serine hydrolases are activated by intramolecularly catalyzed dephosphonylation of the adduct over a period of time. Half-lives for dephosphonylation in the range of about 30 to 500 minutes have been observed at physiological pH's.
Claims14
An adduct of a serine hydrolase with a phosphonate or phosphate represented by the formula ##STR2## wherein R is an alkyl or alkoxy radical, A is a phenyl or a napthyl radical, R' is a phenyl or alkyl radical, R" is hydrogen or methyl, and Z is an electronegative group, wherein the adduct deactivates the serine hydrolase and is dephosphonylated by intramolecular catalysis to reactivate the serine hydrolase.
A method for temporarily inhibiting or deactivating a serine hydrolase by reversibly phosphonylating said serine hydrolase with a phosphonate represented by the formula ##STR3## wherein R is an alkyl radical, A is a phenyl or a napthyl radical, R' is a phenyl or alkyl radical, R" is hydrogen or methyl, and Z is an electronegative group, and wherein dephosphonylation to reactivate the serine hydrolase is intramolecularly catalyzed.
Dependencies are inferred from the claim text.