gamma-Glutamylglutamate

Base Information

• Chemical Name: gamma-Glutamylglutamate
• CAS No.: 1116-22-9
• Molecular Formula: C10H16 N2 O7
• Molecular Weight: 276.246
• Hs Code.: 2924199090
• European Community (EC) Number: 214-233-2
• UNII: 6018KCN7X2
• DSSTox Substance ID: DTXSID20912237
• Nikkaji Number: J203.335F
• Wikidata: Q27143983
• Metabolomics Workbench ID: 41509
• Mol file: 1116-22-9.mol

Synonyms:gamma-glutamylglutamate;gamma-L-glutamyl-L-glutamate

Chemical Property of gamma-Glutamylglutamate

Chemical Property:

• Melting Point: 179-182oC
• Refractive Index: 1.4550 (estimate)
• Boiling Point: 664.1oC at 760 mmHg
• PKA: 2.21±0.10(Predicted)
• Flash Point: 355.4oC
• PSA: 167.02000
• Density: 1.3652 (rough estimate)
• LogP: -0.29610
• Storage Temp.: -15°C
• Solubility.: Aqueous Acid (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 276.09575085
• Heavy Atom Count: 19
• Complexity: 369

Purity/Quality:

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

γ-L-GlutamylL-GlutamicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of gamma-Glutamylglutamate

There total 49 articles about gamma-Glutamylglutamate 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%

N-(N-Cbz-L-glutamyl-γ)-L-glutamic acid → γ-L-glutamyl-L-glutamic acid (1116-22-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; for 14h; under 2068.59 Torr;

DOI:10.1039/b505907k

Reference yield: 72.0%

benzyloxycarbonyl-α-benzyl-γ-L-glutamyl-L-glutamic acid dibenzyl ester (7365-90-4) → γ-L-glutamyl-L-glutamic acid (1116-22-9)

Guidance literature:

With hydrogen; palladium; In methanol; acetic acid; for 5h;

Reference yield: 64.0%

C39H40N2O9 (7365-91-5,7365-92-6) → γ-L-glutamyl-L-glutamic acid (1116-22-9) + (R)-2-((S)-4-amino-4-carboxybutanamido)pentanedioic acid (1116-22-9,4553-17-7,6729-93-7,6931-86-8) + (R)-2-((R)-4-amino-4-carboxybutanamido)pentanedioic acid (4553-17-7) + (S)-2-((R)-4-amino-4-carboxybutanamido)pentanedioic acid (1116-22-9,4553-17-7,6729-93-7,6931-86-8)

Guidance literature:

With palladium on carbon; hydrogen; In ethanol; for 24h;

DOI:10.1021/jf8001262

upstream raw materials:

benzyloxycarbonyl-α-benzyl-γ-L-glutamyl-L-glutamic acid dibenzyl ester

N-(O-ethyl-N-benzyloxycarbonyl-L-γ-glutamyl)-L-glutamic acid diethyl ester

N-(N-benzyloxycarbonyl-L-γ-glutamyl)-L-glutamic acid-1-benzyl ester

L-valine

Downstream raw materials:

(6S)-5,10-dideaza-5,6,7,8-tetrahydropteroyl-L-glutamate-γ-L-glutamate

(6R)-5,10-dideaza-5,6,7,8-tetrahydropteroyl-L-glutamate-γ-L-glutamate

L-glutamic acid

Refernces

• 1、 -. "Efficient peptide couplings and their use in the synthesis and isolation of a cyclopenta (G) quinazoline trisodium salt". Page/Page column 40; 41. . Retrieved 2016/10/24.
• 2、 Tomsho, John W.,McGuire, John J.,Coward, James K.. "Synthesis of (6R)- And (6S)-5,10-dideazatetrahydrofolate oligo-γ-glutamates: Kinetics of multiple glutamate ligations catalyzed by folylpoly-γ-glutamate synthetase". . p. 3388 - 3398. Retrieved 2007/10/03.