gamma-Carboxyglutamic acid

Base Information

• Chemical Name: gamma-Carboxyglutamic acid
• CAS No.: 53861-57-7
• Molecular Formula: C6H9NO6
• Molecular Weight: 191.141
• Hs Code.: 2922499990
• European Community (EC) Number: 258-825-9
• UNII: 16FQV4RZKL
• DSSTox Substance ID: DTXSID301314132
• Nikkaji Number: J39.446G
• Wikidata: Q27094720
• Metabolomics Workbench ID: 52283
• ChEMBL ID: CHEMBL38397
• Mol file: 53861-57-7.mol

Synonyms:1 Carboxyglutamic Acid;1-Carboxyglutamic Acid;3-Amino-1,1,3-propanetricarboxylic Acid;gamma Carboxyglutamate;gamma Carboxyglutamic Acid;gamma-Carboxyglutamate;gamma-Carboxyglutamic Acid

Chemical Property of gamma-Carboxyglutamic acid

Chemical Property:

• Vapor Pressure: 3.71E-08mmHg at 25°C
• Melting Point: 167-167.5° (dec)
• Refractive Index: 1.569
• Boiling Point: 418 °C at 760 mmHg
• PKA: 1.7(at 25℃)
• Flash Point: 206.6 °C
• PSA: 137.92000
• Density: 1.649 g/cm³
• LogP: -0.72590
• Storage Temp.: −20°C
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 191.04298701
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

98%Min ^*data from raw suppliers

H-Gla-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of gamma-Carboxyglutamic acid

There total 21 articles about gamma-Carboxyglutamic acid 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: 90.0%

N-tert-butyloxycarbonyl-L-γ-carboxyglutamic acid (95586-48-4) → γ-carboxy-L-glutamic acid (53861-57-7,53445-96-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.5h; Ambient temperature;

Reference yield: 82.0%

N-benzyloxycarbonyl-γ-carboxy-L-glutamic acid (97458-26-9,120824-82-0) → γ-carboxy-L-glutamic acid (53861-57-7,53445-96-8)

Guidance literature:

With hydrogen;

Reference yield: 15.0%

H-L-Gla(OBn)2-OH hydrochloride → γ-carboxy-L-glutamic acid (53861-57-7,53445-96-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1039/b004677i

upstream raw materials:

γ,γ'-di-tert-butyl-L-γ-carboxyglutamic acid

(S)-2-Benzyloxycarbonyl-4-benzyloxycarbonylamino-pentanedioic acid dibenzyl ester

N-benzyloxycarbonyl-γ-carboxy-L-glutamic acid

N-tert-butyloxycarbonyl-L-γ-carboxyglutamic acid

Refernces

• 1、 -. "Azapeptides useful in the treatment of Hepatitis C". . . Retrieved 2008/06/13.
• 2、 Attwood, Michael R.,Carr, Maria G.,Jordan, Steven. "A NEW SYNTHETIC EQUIVALENT OF THE GLUTAMIC ACID γ-ANION AND ITS APPLICATION TO THE SYNTHESIS OF S-(+)-γ-CARBOXYGLUTAMIC ACID". . p. 283 - 284. Retrieved 2007/10/02.