Tos-Phe-chloromethylketone contains a tosyl (p-toluenesulfonyl) protected phenylalanine residue bearing a chloromethyl ketone electrophile, classifying it as an amino acid derivative designed for peptide-enzyme chemistry rather than a free amino acid. The molecule features an aromatic side chain consistent with the Phe amino acid, a ketone functional group adjacent to a chloromethyl moiety that provides a reactive handle for nucleophilic capture, and an amino-acid backbone functionality masked by the tosyl protecting group to control chemoselectivity during synthesis or labeling. In research workflows it is used as a substrate-mimetic or electrophilic inhibitor-like reagent in chemical biology and enzyme-substrate studies, where the chloromethyl ketone can be used to probe active-site interactions and to generate stable covalent adducts for analytical characterization.
CAT No: CP27087
CAS No:402-71-1
Synonyms/Alias:TPCK;Tos-Phe-CH2Cl;402-71-1;TOSYLPHENYLALANYLCHLOROMETHYLKETONE;N-Tosyl-L-phenylalanylchloromethylketone;N-p-Tosyl-L-phenylalaninechloromethylketone;N-Tosyl-L-phenylalaninechloromethylketone;CHEMBL60718;CHEBI:9642;MQUQNUAYKLCRME-INIZCTEOSA-N;L-1-Tosylamido-2-phenylethylchloromethylketone;N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide;l-N-(alpha-(Chloroacetyl)phenethyl)-p-toluenesulfonamide;L-1-p-Tosylamino-2-phenylethylchloromethylketone;Benzenesulfonamide,N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl-;SMR000058518;Tosylphenylalanylchloromethylketone,(L)-;(S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone;(S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone;Lopac-T-4376;Lopac0_001157;BSPBio_001541;KBioGR_000261;KBioSS_000261;MLS000028752
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