Z-Phe-chloromethylketone

Z-Phe-chloromethylketone is a protected phenylalanine-derived amino acid derivative in which the amino group is masked as a Z (benzyloxycarbonyl, Cbz) carbamate while the side chain bears a chloromethyl ketone functionality. The molecule contains a carboxyl group and a chloromethyl ketone moiety (-CH2-Cl attached to a ketone), providing an electrophilic handle alongside the protected amino functionality, and the stereochemistry is not specified in the product name. In synthetic and chemical biology workflows, it is used as a phenylalanine-based electrophilic building block for preparing peptide-related intermediates and for labeling or inhibitor-analogue studies that rely on reaction of the chloromethyl ketone with nucleophiles under controlled conditions.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP26904

CAS No:26049-94-5

Synonyms/Alias:ZPCK;Z-L-Phechloromethylketone;26049-94-5;CHEMBL303579;OYHLRJGDELITAF-INIZCTEOSA-N;NSC251810;L-Carbobenzyloxyphenylalanylchloromethylketone;N-Carbobenzoxy-L-phenylalanyl-chloromethylketone;N-Carbobenzyloxy-L-phenylalanylchloromethylketone;Benzyl((1S)-3-chloro-2-oxo-1-benzylpropyl)carbamate;1-BENZYLOXYCARBONYLAMINOPHENETHYLCHLOROMETHYLKETONE;Carbamicacid,((1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl)-,phenylmethylester;Carbamicacid,[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-,phenylmethylester;Carbamicacid,N-((1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl)-,phenylmethylester;Carbamicacid,N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-,phenylmethylester;Z-Phe-CMK;PubChem11552;N(.alpha.)-Benzyloxycarbonylphenylalanylchloromethane;Spectrum2_001493;Spectrum3_001809;Lopac-C-9511;N-(Benzyloxycarbonyl)-L-phenylalaninechloromethylketone;N-((Benzyloxy)carbonyl)-L-phenylalaninechloromethylketone;Lopac0_000290;BSPBio_003397

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M.F/Formula
C18H18ClNO3
M.W/Mr.
331.8
Size
1 g;5 g;
InChI
1S/C18H18ClNO3/c19-12-17(21)16(11-14-7-3-1-4-8-14)20-18(22)23-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,22)/t16-/m0/s1
InChI Key
OYHLRJGDELITAF-INIZCTEOSA-N
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)CCl)NC(=O)OCC2=CC=CC=C2

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