D-glutamic acid

Base Information

• Chemical Name: D-glutamic acid
• CAS No.: 6893-26-1
• Molecular Formula: C5H9NO4
• Molecular Weight: 147.131
• Hs Code.: 2922.49 DERIVATION
• European Community (EC) Number: 230-000-8
• UNII: Q479989WEA
• DSSTox Substance ID: DTXSID1048675
• Nikkaji Number: J9.214B
• Wikidata: Q27077040
• Metabolomics Workbench ID: 38298
• ChEMBL ID: CHEMBL76232
• Mol file: 6893-26-1.mol

Synonyms:Aluminum L Glutamate;Aluminum L-Glutamate;D Glutamate;D-Glutamate;Glutamate;Glutamate, Potassium;Glutamic Acid;Glutamic Acid, (D)-Isomer;L Glutamate;L Glutamic Acid;L-Glutamate;L-Glutamate, Aluminum;L-Glutamic Acid;Potassium Glutamate

Chemical Property of D-glutamic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.55E-05mmHg at 25°C
• Melting Point: 200-202 °C
• Refractive Index: 1.4210 (estimate)
• Boiling Point: 333.8 °C at 760 mmHg
• PKA: pK1:2.162(＋1);pK2:4.272(0);pK3:9.358(－1) (25°C)
• Flash Point: 155.7 °C
• PSA: 100.62000
• Density: 1.409 g/cm³
• LogP: -0.03660
• Storage Temp.: Store at RT.
• Solubility.: Water (Slightly)
• Water Solubility.: 7 g/L (20 ºC)
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

D-Glutamic Acid, 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C(CC(=O)O)C(C(=O)O)N
• Isomeric SMILES: C(CC(=O)O)[C@H](C(=O)O)N
• Recent ClinicalTrials: Effects of Dietary Amino Acids on Serum and Macrophage Atherogenicity
• Uses: D-Glutamic Acid is the unnatural (R)-enantiomer of Glutamic Acid, a non-essential amino acid. Its salt form (glutamate) is an important neurotransmitter that plays a key role in long-term potentiation and is important for learning and memory. Glutamic Acid is also a key molecule in cellular metabolism. D-Glutamic acid acts as a superior to alpha ketoglutarate. It helps in the growth of Lactobacillus arabinosus. It can inhibit the IgE binding to peanut allergens. It is widely used in pharmaceuticals and foods. D-glutamic acid is suitable for use in the structure-affinity relationship (SAR)-study of GR (glutamate racemase) enzyme and its inhibitors.

Technology Process of D-glutamic acid

There total 86 articles about D-glutamic 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:

D-glutamic acid γ-p-nitroanilide (60133-17-7) → D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

With marine bivalve lysozyme; MOPS buffer; Tapes japonica; at 37 ℃; pH=7.0; Enzyme kinetics;

DOI:10.1007/s00018-003-3082-z

Reference yield:

α-ketoglutaric acid (328-50-7) + D-norvaline (2013-12-9,498-18-0) → D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 2-oxopentanoic acid (1821-02-9)

Guidance literature:

With pyridoxal 5'-phosphate; recombinant Lactobacillus salivarius UCC₁₁₈ D-amino acid aminotransferase; In aq. phosphate buffer; at 30 ℃; for 0.0166667h; pH=7.5; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.04.013

Reference yield:

L-Met-D-Glu (1172640-73-1) → L-methionine (63-68-3,26062-47-5,58576-49-1) + D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6)

Guidance literature:

With recombinant Streptomyces coelicolor Sco₃₀₅₈ dipeptidase; water; at 30 ℃; pH=8; Concentration; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1021/bi901935y

upstream raw materials:

Glutamic acid

Acetyl-D,L-glutaminsaeure

N-benzoylglutamic acid

N-benzyloxycarbonyl-DL-glutamic acid

Downstream raw materials:

(R)-2-amino-5-methoxy-5-oxopentanoic acid

methyl 5-oxopyrrolidine-2-carboxylate

N-phthaloyl-D-glutamic acid anhydride

N-[(2,4,5-trichloro-phenoxy)-acetyl]-D-glutamic acid

Refernces

• 1、 Li, Yingjie,Tang, Yimin,Qin, Shili,Li, Xue,Dai, Qiang,Gao, Lidi. "Preparation and characterization of a new open-tubular capillary column for enantioseparation by capillary electrochromatography". . p. 283 - 292. Retrieved 2019/02/05.
• 2、 Zhou, Haisheng,Meng, Lijun,Yin, Xinjian,Liu, Yayun,Xu, Gang,Wu, Jianping,Wu, Mianbin,Yang, Lirong. "Artificial Biocatalytic Cascade with Three Enzymes in One Pot for Asymmetric Synthesis of Chiral Unnatural Amino Acids". . p. 6470 - 6477. Retrieved 2019/11/02.