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Z-L-Phenylalanine

Z-L-Phenylalanine is a protected L-phenylalanine derivative in which the amino group is masked as a benzyloxycarbonyl (Z, Cbz) carbamate, while the side chain retains the benzyl aromatic functionality characteristic of phenylalanine. The molecule bears a free carboxylic acid group and a stereocenter consistent with the L-configuration indicated by the name, with the Z protecting group providing chemoselectivity by suppressing unprotected amine reactivity during derivatization steps. Z-L-Phenylalanine is used as a building block for amino acid and peptide synthesis where controlled protection of the α-amino group supports stepwise coupling and the aromatic side chain can participate in structure-property studies or be carried into peptide frameworks.

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

CAT No: CP01621

CAS No:1161-13-3

Synonyms/Alias:1161-13-3;N-CBZ-L-PHENYLALANINE;Z-Phe-OH;Carbobenzoxyphenylalanine;Cbz-Phe-OH;N-Carbobenzoxy-L-phenylalanine;N-(Carbobenzyloxy)-L-phenylalanine;Carbobenzoxy-L-phenylalanine;Z-L-Phenylalanine;CBZ-L-phenylalaine;(Benzyloxycarbonyl)phenylalanine;N-Carbobenzyloxy-L-phenylalanine;(S)-2-(benzyloxycarbonylamino)-3-phenylpropanoicacid;CHEMBL66143;L-N-Carboxy-3-phenylalanineN-benzylester;N-carbobenzyloxy-dl-phenylalanine;RRONHWAVOYADJL-HNNXBMFYSA-N;n-benzyloxycarbonyl-l-phenylalanine;Alanine,N-carboxy-3-phenyl-,N-benzylester,L-;EINECS214-599-3;MFCD00020418;SBB028600;N-Benzyloxycarbonyl-L-3-phenylalanine;NSC402059;N-[(Benzyloxy)carbonyl]-L-phenylalanine

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M.F/Formula
C17H17NO4
M.W/Mr.
299.3
Abbr
Z-Phe-OH
InChI
1S/C17H17NO4/c19-16(20)15(11-13-7-3-1-4-8-13)18-17(21)22-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/t15-/m0/s1
InChI Key
RRONHWAVOYADJL-HNNXBMFYSA-N
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2=CC=CC=C2

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