Glutamine

Base Information

• Chemical Name: Glutamine
• CAS No.: 6899-04-3
• Deprecated CAS: 32640-56-5,2087491-51-6
• Molecular Formula: C₅H₁₀N₂O₃
• Molecular Weight: 146.146
• European Community (EC) Number: 200-292-1
• NSC Number: 760081,759628
• UNII: 0RH81L854J
• DSSTox Substance ID: DTXSID1023100
• Nikkaji Number: J9.170G
• Wikipedia: Glutamine
• Wikidata: Q181619
• NCI Thesaurus Code: C522
• RXCUI: 4885
• Pharos Ligand ID: QB951RW7GUA9
• Metabolomics Workbench ID: 37346
• ChEMBL ID: CHEMBL930
• Mol file: 6899-04-3.mol

Synonyms:D Glutamine;D-Glutamine;Glutamine;L Glutamine;L-Glutamine

Chemical Property of Glutamine

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 177℃
• Boiling Point: 445.6 °C at 760 mmHg
• PKA: 2.27±0.10(Predicted)
• Flash Point: 223.3 °C
• PSA: 106.41000
• Density: 1.321 g/cm³
• LogP: 0.06440
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: almost transparency
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 146.06914219
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

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

DL-glutamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Drug Classes: Sickle Cell Disease Agents
• Canonical SMILES: C(CC(=O)N)C(C(=O)O)N
• Isomeric SMILES: C(CC(=O)N)[C@@H](C(=O)O)N
• Recent ClinicalTrials: Efficacy of Glutamine in Management of Radiation Mucositis
• Recent EU Clinical Trials: ENSAYO CLíNICO ALEATORIZADO, DOBLE CIEGO Y CONTROLADO CON PLACEBO PARA EVALUAR EL USO DE LA GLUTAMINA COMO AGENTE PROTECTOR EN LA MUCOSITIS ORAL Y LA RADIODERMITIS INDUCIDA POR LA RADIOTERAPIA Y/O QUIMIOTERAPIA EN EL TRATAMIENTO DEL CáNCER DE CABEZA Y CUELLO
• Recent NIPH Clinical Trials: HMB study
• Uses: antineoplastic, purine antimetabolite

Technology Process of Glutamine

There total 12 articles about 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: 90.0%

2-phthalimidoglutaramic acid (7607-72-9,2110-19-2,174591-46-9) → GLUTAMINE (56-85-9,585-21-7,5959-95-5,6899-04-3,26700-71-0)

Guidance literature:

With hydrazine hydrate; In water; at 20 ℃; for 48h;

DOI:10.1016/j.molstruc.2020.128600

Reference yield:

→ GLUTAMINE (56-85-9,585-21-7,5959-95-5,6899-04-3,26700-71-0) + Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6)

Guidance literature:

Reference yield:

N-phthalylglutamic acid (6349-98-0,2301-52-2) → GLUTAMINE (56-85-9,585-21-7,5959-95-5,6899-04-3,26700-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic anhydride / 0.25 h / Reflux

2: ammonia / 0.33 h / 20 °C

3: hydrazine hydrate / water / 48 h / 20 °C

With ammonia; acetic anhydride; hydrazine hydrate; In water;

DOI:10.1016/j.molstruc.2020.128600

upstream raw materials:

6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid

L-glutamine

theanyl-L-alanine (H-Tea-L-Ala-OH)

ammonia

Downstream raw materials:

Nα-benzyloxycarbonyl-glutamine

nicotinamide

N-benzoylglutamine

glycine

Refernces

• 1、 Bayer, Ernst. "Chiral Recognition of Natural Products on Optically Active Polysiloxanes". . p. 1281 - 1291. Retrieved 2007/10/02.
• 2、 -. "Process for obtaining amino acids from the raw juices of sugar manufacture". . . Retrieved 2008/06/13.