Z-D-His-OH

Z-D-His-OH is a protected, D-configured histidine derivative bearing the Z (benzyloxycarbonyl, Cbz) protecting group on the amino functionality and a free carboxylic acid at the C-terminus. The imidazole side chain of the histidine residue remains unprotected and can act as a pH-dependent protonatable group, while the molecule contains the Z-carbamate linkage that masks the α-amino group to control chemoselectivity during synthesis. Z-D-His-OH is used as a stepwise building block in peptide chemistry, including solid-phase or solution-phase strategies, where protecting-group stability and side-chain functionality are leveraged to assemble histidine-containing peptide structures or related amino acid conjugates.

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

CAT No: CP27351

CAS No:67424-93-5

Synonyms/Alias:Z-D-His-OH;67424-93-5;Cbz-D-His-OH;Nalpha-Cbz-D-histidine;Nalpha-Carbobenzoxy-D-histidine;N(ALPHA)-CBZ-D-HISTIDINE;n-[(benzyloxy)carbonyl]-d-histidine;ST50826109;CBZ-D-histidine;Z-D-HISTIDINE;AC1LEHI0;AC1Q5R24;CTK3J5549;MolPort-006-666-309;WCOJOHPAKJFUDF-GFCCVEGCSA-N;7884AH;ANW-43295;AR-1K3239;CZ-116;KM1095;ZINC95890229;AKOS025117412;AB02740;RTR-022647;AC-17160

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Drug master files (DMF) filing

M.F/Formula

C14H15N3O4

M.W/Mr.

289.29

Size

1 g;5 g;

InChI

1S/C14H15N3O4/c18-13(19)12(6-11-7-15-9-16-11)17-14(20)21-8-10-4-2-1-3-5-10/h1-5,7,9,12H,6,8H2,(H,15,16)(H,17,20)(H,18,19)/t12-/m1/s1

InChI Key

WCOJOHPAKJFUDF-GFCCVEGCSA-N

Canonical SMILES

C1=CC=C(C=C1)COC(=O)NC(CC2=CN=CN2)C(=O)O

1. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function

2. Multifunctional peptide-oligonucleotide conjugate promoted sensitive electrochemical biosensing of cardiac troponin I

3. Oleic acid and glucose regulate glucagon-like peptide 1 receptor expression in a rat pancreatic ductal cell line

4. Tachykinin-related peptides modulate immune-gene expression in the mealworm beetle Tenebrio molitor L

5. Zeta-potential-changing nanoparticles conjugated with cell-penetrating peptides for enhanced transfection efficiency

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