gamma-Glutamylglycine

Base Information

• Chemical Name: gamma-Glutamylglycine
• CAS No.: 1948-29-4
• Molecular Formula: C7H12 N2 O5
• Molecular Weight: 204.183
• Hs Code.: 2924199090
• NSC Number: 334201
• Mol file: 1948-29-4.mol

Synonyms:gamma-Gln-Gly;gamma-glutamylglycine;gamma-glutamylglycine, (D)-isomer;tau-glutamylglycine

Chemical Property of gamma-Glutamylglycine

Chemical Property:

• Vapor Pressure: 2.78E-15mmHg at 25°C
• Boiling Point: 586.6°Cat760mmHg
• Flash Point: 308.6°C
• PSA: 129.72000
• Density: 1.424g/cm³
• LogP: -0.52950
• Storage Temp.: -15°C
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 204.07462149
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of gamma-Glutamylglycine

There total 24 articles about gamma-Glutamylglycine 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: 62.5%

monosodium L-glutamate (142-47-2) + glycine (56-40-6,18875-39-3,25718-94-9) → (S)-2-Amino-4-(carboxymethyl-carbamoyl)-butyric acid (1948-29-4)

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;

Reference yield:

C12H20N2O7 → (S)-2-Amino-4-(carboxymethyl-carbamoyl)-butyric acid (1948-29-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2016.11.025

Reference yield:

N-benzyloxycarbonyl-L-glutamic acid-5-hydrazide (4510-09-2) → (S)-2-Amino-4-(carboxymethyl-carbamoyl)-butyric acid (1948-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aqueous HCl; chloroform; NaNO₂ / 0 °C / Umsetzung des gebildeten Azids mit Glycin-aethylester in Chloroform

2: aqueous KOH

3: palladium; water / Hydrogenolyse

With hydrogenchloride; potassium hydroxide; chloroform; water; palladium; sodium nitrite;

DOI:10.1038/163604b0

upstream raw materials:

methanol

N-(N-benzyloxycarbonyl-L-γ-glutamyl)-glycine

N-[N-(toluene-4-sulfonyl)-L-α-glutamyl]-glycine

N-trityl-L-glutamic acid-1-benzyl ester-5-methyl ester

Downstream raw materials:

L-glutamic acid

glycine

Refernces

• 1、 Tomita, Kenji,Yano, Toshihiro,Kitagata, Tatsuichiro,Kumagai, Hidehiko,Tochikura, Tatsurokuro. "Formation of γ-Glutamyl Peptides by Glutaminase of Aspergillus oryzae". . p. 1995 - 1996. Retrieved 2007/10/02.
• 2、 Fosker,Law. "L-glutamyl-gamma-aminobutyric acid and related compounds.". . p. 7305 - 7312. Retrieved 2007/10/12.