Hydroxyethyl-l-glutamine

Base Information

• Chemical Name: Hydroxyethyl-l-glutamine
• CAS No.: 27878-59-7
• Molecular Weight: 190.19706
• DSSTox Substance ID: DTXSID80182176
• Nikkaji Number: J1.287.503G
• Wikidata: Q83052829
• Mol file: 27878-59-7.mol

Synonyms:PHEG;poly-alpha-(N(5)-(2-hydroxyethyl)-L-glutamine);poly-N(5)-(2-hydroxyethyl)glutamine

Chemical Property of Hydroxyethyl-l-glutamine

Chemical Property:

• Vapor Pressure: 1.91E-14mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 551.2°Cat760mmHg
• Flash Point: 287.1°C
• Density: 1.3g/cm³
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 190.09535693
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CC(=O)N)C(C(=O)O)NCCO
• Isomeric SMILES: C(CC(=O)N)[C@@H](C(=O)O)NCCO

Technology Process of Hydroxyethyl-l-glutamine

There total 10 articles about Hydroxyethyl-l-glutamine 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) + N-phthaloylglutamic acid anhydride (3343-28-0,3085-92-5) → N5-(2-hydroxy-ethyl)-DL-glutamine (124751-43-5,27878-59-7)

Guidance literature:

With 1,4-dioxane; Erwaermen des Reaktionsprodukts mit N₂H₄+H₂O in Aethanol;

DOI:10.1021/ja01523a064

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

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.