N-(gamma-Glutamyl)ethanolamine

Base Information

• Chemical Name: N-(gamma-Glutamyl)ethanolamine
• CAS No.: 2650-74-0
• Molecular Formula: C7H14N2O4
• Wikidata: Q104978511
• Metabolomics Workbench ID: 48468
• Mol file: 2650-74-0.mol

Synonyms:N-(gamma-Glutamyl)ethanolamine;SCHEMBL1512875;CHEBI:179282;N-(g-Glutamyl)ethanolamine, 8CI;2-amino-4-[(2-hydroxyethyl)carbamoyl]butanoic acid;2-amino-5-(2-hydroxyethylamino)-5-oxopentanoic acid

Chemical Property of N-(gamma-Glutamyl)ethanolamine

Chemical Property:

• XLogP3: -4.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 190.09535693
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)NCCO)C(C(=O)O)N

Technology Process of N-(gamma-Glutamyl)ethanolamine

There total 7 articles about N-(gamma-Glutamyl)ethanolamine 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: 66.7%

Cbz-(L)-Glu-OBn (3705-42-8) + ethanolamine (141-43-5) → N-(γ-L-glutamyl)ethanolamine (2650-74-0,27878-59-7)

Guidance literature:

ethanolamine; With sodium hydride; In tetrahydrofuran; for 0.0833333h;

With benzyl bromide; In tetrahydrofuran; at 20 ℃; for 3h;

Cbz-(L)-Glu-OBn; Further stages;

Reference yield:

ethanolamine (141-43-5) + monosodium glutamate (142-47-2) → N-(γ-L-glutamyl)ethanolamine (2650-74-0,27878-59-7)

Guidance literature:

With recombinant (His)6-tagged Escherichia coli K12 W3110 γ-glutamylcysteine synthetase; magnesium sulfate; ATP; In water; at 37 ℃; for 1h; pH=8.5; aq. buffer; Enzymatic reaction;

DOI:10.1271/bbb.90538

Reference yield:

(S)-4-(2-Hydroxy-ethylcarbamoyl)-2-(trityl-amino)-butyric acid → N-(γ-L-glutamyl)ethanolamine (2650-74-0,27878-59-7)

Guidance literature:

With acetic acid; In acetone; for 5h; Ambient temperature;

upstream raw materials:

N²-(4-Toluolsulfonyl)-N⁵-(2-hydroxyethyl)-L-glutamin

N-trityl-L-glutamic acid

1-(4'-methylbenzenesulfonyl)-5-oxopyrrolidine-2-carboxylic acid

ethanolamine

Refernces

• 1、 Miyake, Koichiro,Kakita, Shingo. "A novel catalytic ability of γ-glutamylcysteine synthetase of Escherichia coli and its application in theanine production". experimental part. p. 2677 - 2683. Retrieved 2010/09/11.