Z-p-fluoro-Phe-chloromethylketone

Z-p-fluoro-Phe-chloromethylketone is a protected phenylalanine-derived chloromethyl ketone in which the phenylalanine side chain is substituted with a para-fluorine atom and the amino group is masked by a Z (benzyloxycarbonyl) protecting group. The molecule contains a chloromethyl ketone electrophile (-CO-CH2Cl) attached to the amino acid framework, along with the Z-carbamate functionality that limits free amine reactivity while retaining the carboxyl-derived carbonyl within the ketone motif. As an amino-acid-based electrophilic probe and peptide-synthesis intermediate, it can be employed for chemical biology and structure-activity studies that require controlled installation of a fluorinated phenylalanine residue and a chloromethyl ketone functional handle for covalent labeling or inhibitor design workflows.

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

CAT No: CP27084

CAS No:400771-48-4

Synonyms/Alias:Z-L-p-Fluoro-Phe-chloromethylketone;400771-48-4;PubChem11549;SCHEMBL6489247;SSXSAFSLNOWRIX-INIZCTEOSA-N;ZINC2561189;7935AH;FT-0603931;K-8572;(3S)-3-Benzyloxycarbonylamino-1-chloro-4-(p-fluorophenyl)-2-butanone;(3S)-3-Benzyloxycarbonylamino-1-chloro4-(p-fluorophenyl)-2-butanone

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M.F/Formula
C18H17ClFNO3
M.W/Mr.
349.79
Size
1 g;5 g;
InChI
1S/C18H17ClFNO3/c19-11-17(22)16(10-13-6-8-15(20)9-7-13)21-18(23)24-12-14-4-2-1-3-5-14/h1-9,16H,10-12H2,(H,21,23)/t16-/m0/s1
InChI Key
SSXSAFSLNOWRIX-INIZCTEOSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CC2=CC=C(C=C2)F)C(=O)CCl

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