Spaglumic acid

Base Information

• Chemical Name: Spaglumic acid
• CAS No.: 3106-85-2
• Deprecated CAS: 3220-76-6
• Molecular Formula: C11H16N2O8
• Molecular Weight: 304.257
• Hs Code.: 29241990
• European Community (EC) Number: 635-744-0
• NSC Number: 758468
• UNII: 1W8M12WXYL
• DSSTox Substance ID: DTXSID3091535
• Nikkaji Number: J22.752H
• Wikipedia: N-Acetylaspartylglutamic_acid
• Wikidata: Q2394106
• NCI Thesaurus Code: C83847
• Pharos Ligand ID: PCU2YP1CLCJD
• Metabolomics Workbench ID: 165452
• ChEMBL ID: CHEMBL1329032
• Mol file: 3106-85-2.mol

Synonyms:isospaglumic acid;N-(N-acetyl-l-alpha-aspartyl)-l-glutamic acid;N-acetyl-1-Asp-Glu;N-acetyl-1-aspartylglutamic acid;N-acetyl-1-aspartylglutamic acid, (L)-isomer ion;N-acetyl-1-aspartylglutamic acid, magnesium salt;N-acetyl-aspartyl-glutamate;N-acetyl-aspartyl-glutamic acid;N-acetyl-L-alpha-aspartylglutamic acid;N-acetyl-l-aspartyl-l-glutamate;N-acetylaspartylglutamate;NAAGA;NAAGA magnesium salt;NAAGA sodium salt;Naaxia;ZY 15106;Zy 15109;ZY-15106;Zy-15109;ZY15106;Zy15109

Chemical Property of Spaglumic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 6.21E-26mmHg at 25°C
• Melting Point: 171-173 °C
• Refractive Index: 1.54
• Boiling Point: 769.5°Cat760mmHg
• PKA: 3.04±0.10(Predicted)
• Flash Point: 419.1°C
• PSA: 170.10000
• Density: 1.472g/cm³
• LogP: -0.81820
• Storage Temp.: −20°C
• Solubility.: H2O: 50 mg/mL
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 304.09066547
• Heavy Atom Count: 21
• Complexity: 448

Purity/Quality:

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

Spaglumic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC(CC(=O)O)C(=O)NC(CCC(=O)O)C(=O)O
• Isomeric SMILES: CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Uses: N-acetyl aspartyl-glutamic acid is a spaglumic acid is a marker of neuronal integrity and was used in the detection of therapeutic values of antidrepressant treatments. N-Acetyl-Asp-Glu has been used in N-acetylated α-linked acidic dipeptidase (NAALADase) assay and affinity experiments.

Technology Process of Spaglumic acid

There total 6 articles about Spaglumic 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: 80.0%

Ac-Asp-Glu(Et)2 (117833-16-6) → N-acetyl-L-aspartyl-L-glutamate (3106-85-2)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 2.5h;

Reference yield: 76.0%

Ac-Asp(Bzl)-Glu(Bzl)2 (104870-34-0) → N-acetyl-L-aspartyl-L-glutamate (3106-85-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid;

Reference yield:

N-acetyl-L-aspartic acid β-benzyl ester (10144-33-9) → N-acetyl-L-aspartyl-L-glutamate (3106-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / ethyl acetate / 0.03 h / -15 °C

2: N-methylmorpholine / ethyl acetate; dimethylformamide / 40 min at -15 deg C, then 1 h at 10 deg C

3: 76 percent / hydrogen / Pd/C / ethanol; H₂O; acetic acid

With 4-methyl-morpholine; hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

Ac-Asp-Glu(Et)2

Ac-Asp(Bzl)-Glu(Bzl)2

N-acetyl-L-aspartic acid β-benzyl ester

Downstream raw materials:

L-glutamic acid

N-acetyl-aspartate

N-Acetyl-L-aspartic acid

Refernces

• 1、 Piotrovskii, L. B.,Dumpis, M. A.,Poznyakova, L. N.,Aleksandrova, L. N.,Sepetov, N. F.. "N-acetylaspartylglutamic acid and its β-isomer". . p. 96 - 100. Retrieved 2007/10/02.