Z-L-Ile-ONp

Z-L-Ile-ONp is a protected, amino-acid derivative of L-isoleucine in which the amino group is carbobenzyloxy-protected (Z, benzyloxycarbonyl) and the carboxyl group is converted to an ONp ester, forming an isoleucine ONp ester suitable for peptide-related chemistry. The molecule contains the stereogenic center associated with L-isoleucine, a branched aliphatic side chain bearing a secondary carbon, and retains the Z-protected nitrogen while presenting an activated para-nitrophenyl ester functionality at the carboxyl terminus. Z-L-Ile-ONp is used as a precursor in controlled acyl-transfer and stepwise assembly of peptide and amino-acid derivatives, and the ONp ester group provides a chemically addressable handle for formation of amide bonds under appropriate coupling conditions.

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

CAT No: CP25610

CAS No:2130-99-6

Synonyms/Alias:Z-Ile-ONp;2130-99-6;Z-L-isoleucine4-nitrophenylester;ST51037720;Z-L-ILE-ONP;4-nitrophenylN-[(benzyloxy)carbonyl]-L-isoleucinate;96640_ALDRICH;AC1M148L;SCHEMBL7278892;96640_FLUKA;MolPort-003-939-959;NJDZCCJYUBNBMK-KSSFIOAISA-N;ZINC2563274;0843AB;ZINC02563274;AKOS016003295;MB00426;AK-81329;Z-L-ISOLEUCINEP-NITROPHENYLESTER;KB-291245;ST24031990;N-CBZ-L-ISOLEUCINE-P-NITROPHENYLESTER;Benzyloxycarbonyl-isoleucinep-nitrophenylester;BENZYLOXYCARBONYL-L-ISOLEUCINE4-NITROPHENYLESTER;N-[(Benzyloxy)carbonyl]-L-isoleucine4-nitrophenylester

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

Custom Peptide Synthesis

Registration of APIs
CMC information required for an IND

IND and NDA support
Drug master files (DMF) filing

M.F/Formula

C20H22N2O6

M.W/Mr.

386,39 g/mole

Size

25 g;

InChI

1S/C20H22N2O6/c1-3-14(2)18(21-20(24)27-13-15-7-5-4-6-8-15)19(23)28-17-11-9-16(10-12-17)22(25)26/h4-12,14,18H,3,13H2,1-2H3,(H,21,24)/t14-,18-/m0/s1

InChI Key

NJDZCCJYUBNBMK-KSSFIOAISA-N

Canonical SMILES

CCC(C)C(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2

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