Z-D-Phenylalanine

Z-D-Phenylalanine is the Cbz-protected D-enantiomer of phenylalanine, featuring a benzyl oxycarbonyl (Z/Cbz) group attached to the amino functionality and a phenyl side chain characteristic of the aromatic amino acid class. The molecule contains a free carboxylic acid and a stereochemically defined D-configuration at the alpha carbon, with the side chain bearing a nonpolar aromatic ring suitable for hydrophobic and pi-interaction behavior in peptide contexts. As a protected amino acid derivative, it is used as a building block in peptide synthesis and related coupling strategies where temporary masking of the amine supports chemoselective formation of amide bonds.

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

CAT No: CP01620

CAS No:2448-45-5

Synonyms/Alias:N-Cbz-D-phenylalanine;Z-D-Phe-OH;2448-45-5;Cbz-D-Phe-OH;Z-D-phenylalanine;CHEMBL63865;N-benzyloxycarbonyl-D-phenylalanine;N-(Carbobenzyloxy)-D-phenylalanine;(2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoicacid;Cbz-D-Phe;Cbz-D-Phenylalanine;AC1LDUWW;PubChem10515;KSC495G0T;C4127_SIGMA;SCHEMBL219151;N-Carbobenzoxy-D-phenylalanine;Jsp004893;benzyloxycarbonyl-D-phenylalanine;96995_FLUKA;CTK3J5309;ZINC38520;MolPort-003-940-729;RRONHWAVOYADJL-OAHLLOKOSA-N;ACT07673

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M.F/Formula
C17H17NO4
M.W/Mr.
299.3
Abbr
Z-D-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-/m1/s1
InChI Key
RRONHWAVOYADJL-OAHLLOKOSA-N
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2=CC=CC=C2

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