Z-L-Glu(tBu)-OSu

Z-L-Glu(tBu)-OSu is a protected glutamic acid derivative in which the α-amino group is carbobenzyloxy (Z/Cbz) protected and the α-carboxyl functionality is converted to an N-hydroxysuccinimide ester (OSu), with the side chain retaining the γ-carboxyl group masked as a tert-butyl (tBu) ester. The molecule therefore bears a Z-protected amino group and an OSu-activated carboxyl group that can undergo acyl transfer chemistry, while the tert-butyl ester provides temporary protection for the glutamate side-chain carboxyl during peptide-coupling workflows. Z-L-Glu(tBu)-OSu is used as an amino-acid coupling intermediate for preparing glutamate-containing peptides and related amide linkages, and its OSu activation supports incorporation of the protected glutamate unit under conditions where chemoselective acylation is required.

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

CAT No: CP25854

CAS No:4666-16-4

Synonyms/Alias:Z-Glu(OtBu)-OSu;4666-16-4;Z-L-glutamicacid5-tert-butyl-1-(N-succinimidyl)ester;5-O-tert-butyl1-O-(2,5-dioxopyrrolidin-1-yl)(2S)-2-(phenylmethoxycarbonylamino)pentanedioate;1-tert-butyl2,5-dioxopyrrolidin-1-yl(4S)-4-{[(benzyloxy)carbonyl]amino}pentanedioate;EINECS225-111-3;AmbotzZAA1222;AC1L32DM;SCHEMBL2777934;96131_FLUKA;CTK8G3825;MolPort-003-939-935;7906AH;ZINC100012293;AM002883;K-9092;3B3-062462;N-Cbz-|A-t-butyl-L-glutamicacidN-hydroxysuccinimideester;N-Cbz-gamma-t-butyl-L-glutamicacidN-hydroxysuccinimideester;5-tert-Butyl1-(2,5-dioxopyrrolidin-1-yl)(S)-2-(((phenylmethoxy)carbonyl)amino)glutarate;(S)-5-[(2,5-Dioxopyrrolidin-1-yl)oxy]-5-oxo-4-[[(benzyloxy)carbonyl]amino]pentanoicacidtert-butylester

Chemical Name:N-alpha-Benzyloxycarbonyl-L-glutamic acid alpha-succinimidyl gamma-t-butyl ester

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M.F/Formula
C21H26N2O8
M.W/Mr.
434,43 g/mole
Size
5 g;25 g;
InChI
1S/C21H26N2O8/c1-21(2,3)30-18(26)12-9-15(19(27)31-23-16(24)10-11-17(23)25)22-20(28)29-13-14-7-5-4-6-8-14/h4-8,15H,9-13H2,1-3H3,(H,22,28)/t15-/m0/s1
InChI Key
FWRRURPRGINXSY-HNNXBMFYSA-N
Canonical SMILES
CC(C)(C)OC(=O)CCC(C(=O)ON1C(=O)CCC1=O)NC(=O)OCC2=CC=CC=C2

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