Z-Sar-OSu

Z-Sar-OSu is a protected amino acid derivative in which Sar (sarcosine, N-methylglycine) is converted to an activated N-hydroxysuccinimide ester (OSu) and the amino functionality is acylated with a benzyloxycarbonyl (Z, Cbz) protecting group. The molecule bears a Z-protected amide/urethane-type nitrogen and a carboxyl group masked as the succinimide ester, providing an electrophilic carbonyl that can undergo acyl transfer while the Z group controls chemoselectivity by reducing undesired reactions at the amino site. Z-Sar-OSu is used in peptide coupling and related synthesis as an activated carboxylate equivalent, enabling formation of amide bonds with nucleophiles under conditions where succinimide ester activation is appropriate, and it can also serve as a defined intermediate for preparing further amino acid and peptide derivatives.

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

CAT No: CP25882

CAS No:53733-96-3

Synonyms/Alias:Z-Sar-OSu;53733-96-3;2,5-dioxopyrrolidin-1-yl2-{[(benzyloxy)carbonyl](methyl)amino}acetate;AmbotzZAA1261;SCHEMBL7285217;CTK8G3899;MolPort-008-269-467;ZINC2526272;7675AB;AKOS016003032;AK-81340;AM025243;HE020547;KB-281500;FT-0698547;K-9715;3B3-062471;2,5-Dioxo-1-pyrrolidinylN-[(benzyloxy)carbonyl]-N-methylglycinate

Chemical Name:N-alpha-Benzyloxycarbonyl-sarcosine succinimidyl ester, N-alpha-Benzyloxycarbonyl-N-alpha-Methyl-glycine succinimidyl ester

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M.F/Formula
C15H16N2O6
M.W/Mr.
320,3 g/mole
Size
5 g;25 g;
InChI
1S/C15H16N2O6/c1-16(15(21)22-10-11-5-3-2-4-6-11)9-14(20)23-17-12(18)7-8-13(17)19/h2-6H,7-10H2,1H3
InChI Key
GUHSSKCYLZIGBH-UHFFFAOYSA-N
Canonical SMILES
CN(CC(=O)ON1C(=O)CCC1=O)C(=O)OCC2=CC=CC=C2

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