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Z-D-Phe-OSu

Z-D-Phe-OSu contains the amino acid phenylalanine in a D stereochemical configuration with a benzyloxycarbonyl (Z, Cbz) protecting group on the amino functionality and an activated N-hydroxysuccinimide ester (OSu) at the carboxyl terminus. The molecule bears a benzyl-protected carbamate that masks the α-amino group, while the OSu ester converts the carboxylic acid into a leaving-group-bearing electrophile suitable for acyl transfer chemistry, with the side chain retaining the hydrophobic benzyl ring typical of phenylalanine. Z-D-Phe-OSu is used as an amino-acid-based acylating reagent for peptide coupling and for preparing amide-linked conjugates in solution-phase synthesis and chemical biology workflows where controlled carboxyl activation is required.

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

CAT No: CP25777

CAS No:3397-36-2

Synonyms/Alias:Z-D-PHE-OSU;3397-36-2;C21H20N2O6;AmbotzZAA1208;SCHEMBL17039822;MolPort-008-269-451;7894AH;ZINC71788249;AKOS025310362;K-7796

Chemical Name:N-alpha-Benzyloxycarbonyl-D-phenylalanine succinimidyl ester

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M.F/Formula
C21H20N2O6
M.W/Mr.
396,4 g/mole
Size
5 g;25 g;
InChI
1S/C21H20N2O6/c24-18-11-12-19(25)23(18)29-20(26)17(13-15-7-3-1-4-8-15)22-21(27)28-14-16-9-5-2-6-10-16/h1-10,17H,11-14H2,(H,22,27)/t17-/m1/s1
InChI Key
MOJNKVWQJKPXCT-QGZVFWFLSA-N
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)C(CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3

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