3304-51-6

Basic information

• Product Name: N'-Cbz-L-ornithine
• Synonyms: L-ORNITHINE(CBZ);H-ORN(Z)-OH;H-ORN(CBZ)-OH;H-L-ORN(Z)-OH;N-D-CBZ-L-ORN;N-DELTA-Z-L-ORNITHINE;N-DELTA-BENZYLOXYCARBONYL-L-ORNITHINE;N-DELTA-CARBOBENZOXY-L-ORNITHINE
• CAS NO: 3304-51-6
• Molecular Formula: C₁₃H₁₈N₂O₄
• Molecular Weight: 266.29
• EINECS: 221-980-8
• Product Categories: Amino Acids;Ornithine [Org];Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 3304-51-6.mol
• Article Data: 18

Chemical Properties

• Melting Point: 248-252℃
• Boiling Point: 492.2 °C at 760 mmHg
• Flash Point: 251.4 °C
• Appearance: /Solid
• Density: 1.234 g/cm³
• Vapor Pressure: 1.67E-10mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: −20°C
• Solubility: Acidic Alcohol (Sparingly), Aqueous Acid (Slightly)
• PKA: 2.51±0.24(Predicted)
• CAS DataBase Reference: N'-Cbz-L-ornithine(CAS DataBase Reference)
• NIST Chemistry Reference: N'-Cbz-L-ornithine(3304-51-6)
• EPA Substance Registry System: N'-Cbz-L-ornithine(3304-51-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3304-51-6(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

L-Orn(Z)-OH is used as a reactant in the synthesis of cyclic aminohexapeptides which showed antifungal activity.

InChI:InChI=1/C13H18N2O4/c14-11(12(16)17)7-4-8-15-13(18)19-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9,14H2,(H,15,18)(H,16,17)/t11-/m0/s1

Upstream product

• 70-26-8 L-ornithine 
• 16682-12-5 D-ornithine hydrochloride 
• 501-53-1 benzyl chloroformate 
• 3184-13-2 L-ornithine hydrochloride 
• 25693-00-9 (S)-2-Amino-5-{[1-phenyl-meth-(Z)-ylidene]-amino}-pentanoic acid 
• 5874-56-6 For-DL-Orn(Z)-OH 

Downstream Products

• 53054-02-7 N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester 
• 25582-01-8 N^δ-Carbobenzoxy-N^α-caprylyl-Orn 
• 76314-97-1 Nα-Hexadecanoyl-Nδ-benzyloxycarbonyl-L-ornithin 
• 53054-01-6 (S)-2-amino-5-(((benzyloxy)carbonyl)amino)pentanoic acid tert-butyl ester 
• 910567-85-0 (S)-5-Benzyloxycarbonylamino-2-(2-nitro-benzenesulfonylamino)-pentanoic acid 

Relevant articles and documents

CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS

The present invention provides organic compounds which are capable of releasing carbon monoxide under physiological conditions or pH trigger, and to the use of such compounds for conditioning a cell, tissue or organ, for example, to protect against ischaemic injury during a transplant event.

Selection of amino acids and the biomimetic synthesis of amido bond in the presence of β-CD

A new method was developed to construct a special amido bond in the presence of β-cyclodextrin. This process is similar to peptide synthesis in organisms. NMR experiments were performed to investigate the possible mechanism. This work has potential application in biomimetic peptide synthesis.

Ca2+-induced folding of a chiral ditopic receptor based on a Pybox ligand and enhancement of anion recognition

A chiral Pybox ligand bearing two urea units was developed for a Ca 2+-induced folding ligand. 11 Ca2+ complexation of the Pybox ligand afforded chiral foldamer formation with coordination of the urea carbonyls to Ca2+. The halide-ion affinity of the foldamer was enhanced compared to Ca2+-free Pybox ligands.