N-Acetyl-L-glutamic acid

Base Information

• Chemical Name: N-Acetyl-L-glutamic acid
• CAS No.: 1188-37-0
• Deprecated CAS: 7728-87-2
• Molecular Formula: C7H11NO5
• Molecular Weight: 189.168
• Hs Code.: 29241900
• European Community (EC) Number: 214-708-4
• UNII: MA61H539YZ
• DSSTox Substance ID: DTXSID3046534
• Nikkaji Number: J37.497K
• Wikipedia: N-Acetylglutamic acid,N-Acetylglutamic_acid
• Wikidata: Q63390524
• Pharos Ligand ID: ZFC8ZPVWUFSS
• Metabolomics Workbench ID: 49869
• ChEMBL ID: CHEMBL1234751
• Mol file: 1188-37-0.mol

Synonyms:N-acetylglutamate;N-acetylglutamate, (D)-isomer;N-acetylglutamate, (DL)-isomer;N-acetylglutamate, calcium salt (1:1), (L)-isomer;N-acetylglutamate, calcium salt, (L)-isomer;N-acetylglutamate, dipotassium salt, (L)-isomer;N-acetylglutamate, disodium salt, (L)-isomer;N-acetylglutamate, magnesium salt, (L)-isomer;N-acetylglutamate, monosodium salt, (L)-isomer;N-acetylglutamate, potassium salt, (L)-isomer;N-acetylglutamic acid;sodium N-acetylglutamate

Chemical Property of N-Acetyl-L-glutamic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 3.48E-11mmHg at 25°C
• Melting Point: 194-196 ºC (lit.)
• Refractive Index: -15 ° (C=1, H2O)
• Boiling Point: 495.9 ºC at 760 mmHg
• PKA: 3.45±0.10(Predicted)
• Flash Point: 253.7 ºC
• PSA: 103.70000
• Density: 1.354 g/cm³
• LogP: -0.16860
• Storage Temp.: 0-6°C
• Solubility.: 36g/l (Lit.)
• Water Solubility.: 2.7 g/100 mL (20 ºC)
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 189.06372245
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-L-glutamic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CCC(=O)O)C(=O)O
• Isomeric SMILES: CC(=O)N[C@@H](CCC(=O)O)C(=O)O
• Uses: N-Acetyl-L-glutamic Acid is the N-Acetyl analogue of the non-essential amino acid, L-glutamic acid (G596960). N-Acetyl-L-glutamic Acid activates carbamoyl phosphate synthetase in the urea cycle. Substrate for acetylglutamate kinase. Inhibitor of N-acetyl-L-glutamate synthetase N-Acetyl-L-glutamic acid is used as pharmaceutical intermediates.

Technology Process of N-Acetyl-L-glutamic acid

There total 10 articles about N-Acetyl-L-glutamic acid 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: 98.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + acetic anhydride (108-24-7) → N-acetyl-(S)-glutamic acid (1188-37-0)

Guidance literature:

In water; for 0.0666667h; Irradiation;

DOI:10.1080/00397919208021300

Reference yield:

Ketene (463-51-4) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 1-methyl-4-nitrosobenzene (623-11-0) → Acetyl-D,L-glutaminsaeure (5817-08-3) + N-acetyl-(S)-glutamic acid (1188-37-0)

Guidance literature:

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + acetylcoenzyme A (72-89-9) → N-acetyl-(S)-glutamic acid (1188-37-0)

Guidance literature:

With amino-acid N-acetyltransferase; sodium hydroxide; In aq. buffer; at 30 ℃; pH=8; Enzymatic reaction;

DOI:10.1016/j.chembiol.2016.07.011

upstream raw materials:

Ketene

L-glutamic acid

1-methyl-4-nitrosobenzene

acetic anhydride

Downstream raw materials:

N²-acetyl-N⁵-phenyl-DL-glutamine

diethyl N-acetyl L-glutamic ester

N-Acetyl-L-glutaminsaeure-dimethylester

C₁₆H₁₆Cl₂N₆O₄

Refernces

• 1、 Orth, Elisa S.,Medeiros, Michelle,Souza, Bruno S.,Caon, Natalia B.,Kirby, Anthony J.,Nome, Faruk. "Reactions of substituted aspirins with amino acids". . p. 939 - 945. Retrieved 2012.
• 2、 Nathanael, Joses G.,Wille, Uta. "Oxidative Damage in Aliphatic Amino Acids and Di- and Tripeptides by the Environmental Free Radical Oxidant NO3?: the Role of the Amide Bond Revealed by Kinetic and Computational Studies". . p. 3405 - 3418. Retrieved 2019/03/11.