Z-L-Pyroglutamic acid

Z-L-Pyroglutamic acid is a protected, cyclic amino acid derivative featuring the pyroglutamate (2-pyrrolidone-5-carboxylic acid) ring system with an L-stereochemical designation and a benzyloxycarbonyl (Z, Cbz) protecting group on the amino functionality. The molecule contains a carboxylic acid group and a lactam carbonyl within the five-membered ring, while the Z group masks the amino moiety to control chemoselectivity during peptide-coupling steps and suppress side reactions such as undesired amide formation at the free amine. Z-L-Pyroglutamic acid is used as a building block for preparing pyroglutamyl-containing peptides and peptide intermediates in solution-phase or solid-phase peptide synthesis, where the protected amino group supports stepwise assembly and subsequent deprotection strategies.

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

CAT No: CP23104

CAS No:32159-21-0

Synonyms/Alias:Z-PYR-OH;32159-21-0;Cbz-L-pyroglutamicacid;Z-L-pyroglutamicacid;(S)-5-Oxo-pyrrolidine-1,2-dicarboxylicacid1-benzylester;SBB058136;(S)-1-(benzyloxycarbonyl)-5-oxopyrrolidine-2-carboxylicacid;(S)-1-((Benzyloxy)carbonyl)-5-oxopyrrolidine-2-carboxylicacid;(2S)-5-oxo-1-[benzyloxycarbonyl]pyrrolidine-2-carboxylicacid;(S)-L-(Benzyloxycarbonyl)-5-Oxopyrrolidine-2-CarboxylicAcid;AmbotzZAA1244;AC1LCUOH;PubChem18625;N-Cbz-L-pyroglutamicAcid;C5761_SIGMA;SCHEMBL3845188;CTK7I3241;ZINC57264;MolPort-000-005-178;VHSFUGXCSGOKJX-JTQLQIEISA-N;N-Carbobenzoxy-L-pyroglutamicAcid;Benzyloxycarbonyl-L-pyroglutamicacid;CZ-005;MFCD00037352;AKOS015888232

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M.F/Formula
C13H13NO5
M.W/Mr.
263.3
Abbr
Z-pGlu-OH
InChI
1S/C13H13NO5/c15-11-7-6-10(12(16)17)14(11)13(18)19-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,16,17)/t10-/m0/s1
InChI Key
VHSFUGXCSGOKJX-JTQLQIEISA-N
Canonical SMILES
C1CC(=O)N(C1C(=O)O)C(=O)OCC2=CC=CC=C2

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