Z-D-glutamic acid γ-methyl ester

Z-D-glutamic acid γ-methyl ester is a protected, esterified derivative of the amino acid glutamic acid in which the γ-carboxyl group is converted to a methyl ester while the α-amino functionality is protected as a benzyloxycarbonyl (Z, Cbz) carbamate. The molecule contains an α-amino group masked by the Z protecting group, a free α-carboxyl group, and a γ-methyl ester, and it is specified as the D stereoisomer at the glutamate center. This compound is used as a stepwise building block in peptide synthesis and related amino acid derivative preparation, where the combination of amino protection and γ-carboxyl esterification supports controlled chemoselectivity during coupling and subsequent functional-group transformations.

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

CAT No: CP00745

CAS No:27025-24-7

Synonyms/Alias:Z-D-Glu(OMe)-OH;27025-24-7;AC1LVUOA;AC1Q43ZZ;SCHEMBL6299667;CTK8G3820;ZINC2022604;CZ-109;Z-D-glutamicacidgamma-methylester;AKOS024258521;AJ-32785;AK-49636;FT-0688456;K-6923;N-Alpha-Carbobenzoxy-D-GlutamicAcidGamma-MethylEster;D-Glutamicacid,N-[(phenylmethoxy)carbonyl]-,5-methylester;(2R)-5-methoxy-5-oxo-2-(phenylmethoxycarbonylamino)pentanoicacid;(R)-2-(((Benzyloxy)carbonyl)amino)-5-methoxy-5-oxopentanoicacid

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M.F/Formula

C14H17NO6

M.W/Mr.

295.3

Abbr

Z-D-Glu(OMe)-OH

InChI

1S/C14H17NO6/c1-20-12(16)8-7-11(13(17)18)15-14(19)21-9-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3,(H,15,19)(H,17,18)/t11-/m1/s1

InChI Key

JSNVOAWDAFVIKY-LLVKDONJSA-N

Canonical SMILES

COC(=O)CCC(C(=O)O)NC(=O)OCC1=CC=CC=C1

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