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Z-D-Orn(Z)-OH

Z-D-Orn(Z)-OH is a protected, non-natural amino acid derivative of ornithine bearing two benzyloxycarbonyl (Z, Cbz) protecting groups, one on the α-amino function and one on the side-chain amino group, and it is supplied as a free carboxylic acid (-COOH). The molecule contains a stereodefined D-ornithine backbone with a primary side-chain amine masked as a carbamate, while the carboxyl group remains unprotected for salt formation or coupling chemistry. In peptide and amide synthesis workflows, the dual Z protection pattern is used to control chemoselectivity by preventing side-chain amino reactivity during stepwise assembly, and the protected ornithine scaffold can serve as a precursor for preparing ornithine-containing peptide derivatives and related chemical biology probes.

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

CAT No: CP26333

CAS No:13594-49-5

Synonyms/Alias:13594-49-5;AC1OFDBR;Z-D-Orn(Z)-OH;Nalpha,delta-Bis-Z-D-ornithine;SCHEMBL11875673;CTK8G1593;VBENHRFIEOLOJJ-GOSISDBHSA-N;N,N'-Dicarbobenzyloxy-L-ornithine;ZINC4017194;L-Ornithine,N2,N5-bis[(phenylmethoxy)carbonyl]-;(2R)-2,5-bis(phenylmethoxycarbonylamino)pentanoicacid

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M.F/Formula
C21H24N2O6
M.W/Mr.
400.43
Size
1 g;5 g;25 g;
InChI
1S/C21H24N2O6/c24-19(25)18(23-21(27)29-15-17-10-5-2-6-11-17)12-7-13-22-20(26)28-14-16-8-3-1-4-9-16/h1-6,8-11,18H,7,12-15H2,(H,22,26)(H,23,27)(H,24,25)/t18-/m1/s1
InChI Key
VBENHRFIEOLOJJ-GOSISDBHSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NCCCC(C(=O)O)NC(=O)OCC2=CC=CC=C2

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