Z-Cys(Bzl)-ONp

Z-Cys(Bzl)-ONp contains a cysteine amino acid framework bearing a benzyl-protected thiol side chain (Cys(Bzl)) and an N-terminal benzyloxycarbonyl (Z, Cbz) protecting group, with the carboxyl group converted to an ONp ester (p-nitrophenyl ester). The molecule therefore presents a protected amino functionality as part of the carbamate, a benzyl thioether at the side chain sulfur, and an activated p-nitrophenyl ester that can undergo acyl transfer under appropriate conditions while avoiding free carboxyl reactivity. Z-Cys(Bzl)-ONp is employed as an amino acid derivative and peptide-building intermediate to introduce a protected cysteine residue in peptide synthesis workflows and to support coupling strategies that use activated carboxylate esters for stepwise amide bond formation.

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

CAT No: CP27026

CAS No:3401-37-4

Synonyms/Alias:Z-Cys(Bzl)-ONp;3401-37-4;SCHEMBL11774358;7867AH;ZINC71788208;K-7808;N|A-Z-S-benzyl-L-cysteine4-nitrophenylester;N-[(Benzyloxy)carbonyl]-S-benzyl-L-cysteine4-nitrophenylester

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M.F/Formula
C24H22N2O6S
M.W/Mr.
466.52
Size
5 g;25 g;
InChI
1S/C24H22N2O6S/c27-23(32-21-13-11-20(12-14-21)26(29)30)22(17-33-16-19-9-5-2-6-10-19)25-24(28)31-15-18-7-3-1-4-8-18/h1-14,22H,15-17H2,(H,25,28)/t22-/m0/s1
InChI Key
LQPKVCBYFUURJM-QFIPXVFZSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CSCC2=CC=CC=C2)C(=O)OC3=CC=C(C=C3)[N+](=O)[O-]

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