[21] N-substituted arginine chloromethyl ketones

Add time:07/19/2019    Source:sciencedirect.com

Publisher SummaryAlthough the early efforts to extend the chloromethyl ketones series to arginine derivatives met with chemical difficulties, two active site directed inhibitors of trypsin and trypsinlike enzymes are now available: Nα-p-nitrobenzyloxycarbonyl-L-arginine chloromethyl ketone (p-NO2-ZACK) and Nα-tosyl-L-arginine chloromethyl ketone (TACK). p-NO2,-ZACK is a highly efficient inhibitor of trypsin and an extremely rapid inactivator of clostripain. TACK is about three times more potent than TLCK for the inactivation of trypsin, and it was found to be an efficient inhibitor of a trypsin-like enzyme from streptomyces erythreus. This chapter explains the method of preparation of p-NO2-ZACK, method of preparation of TACK, affinity labeling of trypsin and trypsin-like enzymes and evaluation.

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