Z-O-benzyl-L-tyrosine

Z-O-benzyl-L-tyrosine is a protected tyrosine derivative in which the phenolic side chain is O-benzylated and the amino group is protected as a Z (benzyloxycarbonyl/CBZ) carbamate, yielding a non-free amino acid suitable for stepwise peptide assembly. The molecule contains a carboxylic acid functionality and a carbamate-protected α-amino group, while the tyrosine aromatic ring bears an O-benzyl ether that modulates side-chain reactivity relative to unprotected tyrosine. In peptide chemistry, this protected form functions as an amino acid building block that can be incorporated into peptide intermediates under conditions that preserve the protecting groups until selective deprotection is performed.

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

CAT No: CP02126

CAS No:16677-29-5

Synonyms/Alias:Z-Tyr(Bzl)-OH;16677-29-5;Cbz-Tyr(Bzl)-OH;Z-O-benzyl-L-tyrosine;(S)-2-(((Benzyloxy)carbonyl)amino)-3-(4-(benzyloxy)phenyl)propanoicacid;CBZ-O-BENZYL-L-TYROSINE;ST51037707;PubChem19061;AC1L2IDF;Cbz-O-Benzyl-L-Tyr-OH;96018_ALDRICH;SCHEMBL1023326;96018_FLUKA;CTK3J8336;IPAODWFPTVIUSZ-QFIPXVFZSA-N;MolPort-003-939-912;ACT09850;ZINC4521931;CZ-050;AKOS015895173;AKOS015924194;RTR-007206;N-benzyloxycarbonyl-O-benzyl-L-tyrosine;AJ-51475;AK-49462

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M.F/Formula
C24H23NO5
M.W/Mr.
405.4
Abbr
Z-Tyr(Bzl)-OH
InChI
1S/C24H23NO5/c26-23(27)22(25-24(28)30-17-20-9-5-2-6-10-20)15-18-11-13-21(14-12-18)29-16-19-7-3-1-4-8-19/h1-14,22H,15-17H2,(H,25,28)(H,26,27)/t22-/m0/s1
InChI Key
IPAODWFPTVIUSZ-QFIPXVFZSA-N
Canonical SMILES
C1=CC=C(C=C1)COC2=CC=C(C=C2)CC(C(=O)O)NC(=O)OCC3=CC=CC=C3

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