Acetylornithine

Base Information

• Chemical Name: Acetylornithine
• CAS No.: 6205-08-9
• Molecular Formula: C7H14N2O3
• Molecular Weight: 174.2
• Hs Code.: 2924199090
• Mol file: 6205-08-9.mol

Synonyms:acetylornithine;(2S)-2-acetamido-5-azaniumylpentanoate;N-acetyl-L-ornithine;N2-acetyl-ornithine;N-alpha-acetylornithine;CHEBI:57805;N(2)-acetyl-L-ornithine zwitterion;(2S)-2-acetamido-5-ammoniopentanoate

Chemical Property of Acetylornithine

Chemical Property:

• Vapor Pressure: 7.87E-09mmHg at 25°C
• Refractive Index: 1.492
• Boiling Point: 436.2°C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 217.6°C
• PSA: 92.42000
• Density: 1.171g/cm³
• LogP: 0.40580
• Storage Temp.: −20°C
• Solubility.: Aqueous Acid (Sparingly, Sonicated), Aqueous Base (Sparingly), Water (Sparingly)
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 174.10044231
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%,99%, ^*data from raw suppliers

Nα-Acetyl-L-ornithine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC(CCC[NH3+])C(=O)[O-]
• Isomeric SMILES: CC(=O)N[C@@H](CCC[NH3+])C(=O)[O-]
• Uses: Nα-Acetyl-L-ornithine is used in the identification of type 2 diabetes group through topological analysis of patient similarity.

Technology Process of Acetylornithine

There total 7 articles about Acetylornithine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 29.0%

N-acetyl-Nδ-benzyloxycarbonyl-L-ornithine (35515-72-1) → Nα-acetyl-S-ornithine (6205-08-9)

Guidance literature:

With hydrogen; 10percent Pd/C; In methanol; under 760.051 Torr;

DOI:10.1039/b106146c

Reference yield:

L-ornithine (70-26-8,25104-12-5,410523-47-6) + acetic anhydride (108-24-7) → Nδ-acetyl-L-ornithine (13215-18-4,81397-94-6,2185-16-2) + Nα-acetyl-S-ornithine (6205-08-9)

Guidance literature:

With sodium hydrogencarbonate; In water; for 2h; Yield given. Yields of byproduct given;

DOI:10.1016/0031-9422(86)88023-2

Reference yield:

N-carboxybenzyl-L-ornithine (3304-51-6,118578-06-6) → Nα-acetyl-S-ornithine (6205-08-9)

Guidance literature:

Multistep reaction; (i) (acetylation), (ii) (hydrogenolysis);

DOI:10.7164/antibiotics.25.179

upstream raw materials:

N-carboxybenzyl-L-ornithine

acetic anhydride

L-ornithine

N-acetyl-N^δ-benzyloxycarbonyl-L-ornithine

Downstream raw materials:

L-ornithine

N-acetyl-L-glutamate 5-semialdehyde

N^δ-(R,S-2-amino-2-carboxyethyl)-S-ornithine

Refernces

• 1、 -. "Microorganisms and methods for the biosynthesis of adipate, hexamethylenediamine and 6-aminocaproic acid". Page/Page column. . Retrieved 2013/03/26.
• 2、 Cox,Wang. "IsN-acetylornithine aminotransferase the real N-succinyl-LL-diaminopimelate aminotransferase in Escherichia coli and Mycobacterium smegmatis?". . p. 2006 - 2008. Retrieved 2007/10/03.