Glutaurine

Base Information

• Chemical Name: Glutaurine
• CAS No.: 56488-60-9
• Molecular Formula: C7H14 N2 O6 S
• Molecular Weight: 254.264
• UNII: B5T2Z06Y9N
• DSSTox Substance ID: DTXSID20205030
• Nikkaji Number: J12.619E
• Wikipedia: Glutaurine
• Wikidata: Q5572470
• NCI Thesaurus Code: C72802
• Metabolomics Workbench ID: 38491
• ChEMBL ID: CHEMBL2106758
• Mol file: 56488-60-9.mol

Synonyms:alpha-glutamyl taurine;alpha-glutamyltaurine;gamma-L-glutamyl-taurine;gamma-L-glutamyltaurine;glautaurine;glutaurin;glutaurin, (D)-isomer;glutaurine;Litoralon

Chemical Property of Glutaurine

Chemical Property:

• Melting Point: 223-226 °C
• PKA: 1.40±0.50(Predicted)
• PSA: 155.17000
• Density: 1.52g/cm³
• LogP: 0.35450
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -4.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 254.05725734
• Heavy Atom Count: 16
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

Glutaurine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)NCCS(=O)(=O)O)C(C(=O)O)N
• Isomeric SMILES: C(CC(=O)NCCS(=O)(=O)O)[C@@H](C(=O)O)N
• Uses: Glutaurine has been observed to display antiepileptic effects with anti-amnesia properties. Mimics anxiolytic drug Diazepam (D416855).

Technology Process of Glutaurine

There total 10 articles about Glutaurine 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: 92.0%

α-benzyl-γ-L-glutamyltaurine (58238-09-8) → Glutaurine (56488-60-9,80267-15-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; acetic acid; for 20h; Ambient temperature;

DOI:10.1055/s-1992-26105

Reference yield: 36.0%

L-glutamine (56-85-9,26700-71-0) + Tau (107-35-7) → Glutaurine (56488-60-9,80267-15-8)

Guidance literature:

With γ-glutamyltranspeptidase; In water; at 25 ℃; for 48h;

Reference yield: 24.5%

Tau (107-35-7) + monosodium L-glutamate (142-47-2) → Glutaurine (56488-60-9,80267-15-8)

Guidance literature:

With adenosine 5'-triphosphate sodium salt; magnesium chloride; bovine serum albumin; at 30 ℃; for 24h; γ-glutamylcysteine synthetase from Proteus mirabilis, pH 8.5;

upstream raw materials:

L-glutamine

Tau

monosodium L-glutamate

L-Glutaminsaeure-γ-(2-chloraethyl)-amid

Downstream raw materials:

γ-benzyl-α-L-glutamyltaurine

Refernces

• 1、 Higashiura,Ienaga. "α-Benzyl-γ-L-glutamyltaurine as a useful intermediate for the synthesis of a brain-peptide, γ-L-glutamyltaurine". . p. 353 - 354. Retrieved 2007/10/02.
• 2、 Tomita, Kenji,Yano, Toshihiro,Zhu, Jixi,Kumagai, Hidehiko,Tochikura, Tatsurokuro. "Synthesis of γ-Glutamyltaurine by γ-Glutamyltranspeptidase of Penicillium roqueforti". . p. 3239 - 3244. Retrieved 2007/10/02.