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Z-L-Asn-ONp

Z-L-Asn-ONp is a protected amino acid derivative of L-asparagine in which the amino group is carbobenzyloxy (Z, benzyloxycarbonyl) protected and the carboxyl group is converted to an ONp ester (p-nitrophenyl ester). The molecule contains a side-chain amide characteristic of asparagine and retains the stereocenter associated with the L-asparagine framework, while the Z group and the p-nitrophenyl ester function as leaving-group and chemoselectivity controls during acyl transfer chemistry. Z-L-Asn-ONp is used as an activated asparagine building block for peptide coupling and related synthesis of peptide-related intermediates, where the p-nitrophenyl ester can participate in ester-to-amide bond formation under appropriate nucleophilic conditions.

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

CAT No: CP25750

CAS No:3256-57-3

Synonyms/Alias:Z-ASN-ONP;3256-57-3;AmbotzZAA1196;Z-L-Asn-ONp;AC1ODV5S;SCHEMBL6446029;CHEMBL3278837;CTK8G3853;MolPort-004-964-095;YLWIFNIVONXXMG-HNNXBMFYSA-N;C18H17N3O7;ZINC2571405;7858AH;AKOS025289374;VA50006;AK170088;AB0089900;Benzyloxycarbonyl-L-asparaginep-nitrophenylester;benzyloxycarbonyl-L-asparaginep-nitrophenylester;benzyloxycarbonyl-L-asparagine-4-nitrophenylester;L-Asparagine,N2-[(phenylmethoxy)carbonyl]-,4-nitrophenylester;(4-nitrophenyl)(2S)-4-amino-4-oxo-2-(phenylmethoxycarbonylamino)butanoate;4-nitrophenyl(2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoate

Chemical Name:N-alpha-Benzyloxycarbonyl-L-asparagine p-nitrophenyl ester

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M.F/Formula
C18H17N3O7
M.W/Mr.
387,34 g/mole
Size
25 g;
InChI
1S/C18H17N3O7/c19-16(22)10-15(20-18(24)27-11-12-4-2-1-3-5-12)17(23)28-14-8-6-13(7-9-14)21(25)26/h1-9,15H,10-11H2,(H2,19,22)(H,20,24)/t15-/m0/s1
InChI Key
YLWIFNIVONXXMG-HNNXBMFYSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CC(=O)N)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

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