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(2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate

Base Information Edit
  • Chemical Name:(2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate
  • CAS No.:39537-23-0
  • Molecular Formula:C8H15N3O4
  • Molecular Weight:217.225
  • Hs Code.:29241990
  • Mol file:39537-23-0.mol
(2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate

Synonyms:AQ zwitterion;Ala-Gln zwitterion;(2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate;alanylglutamine zwitterion;L-Ala-L-Gln zwitterion;L-alanyl-L-glutamine zwitterion;CHEBI:74387

Suppliers and Price of (2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • L-Alanyl-L-Glutamine
  • 50g
  • $ 276.00
  • TRC
  • L-Alanyl-L-glutamine
  • 25g
  • $ 125.00
  • TCI Chemical
  • L-Alanyl-L-glutamine >98.0%(HPLC)(T)
  • 1g
  • $ 30.00
  • Sigma-Aldrich
  • Ala-Gln BioReagent, suitable for cell culture, suitable for insect cell culture
  • 1kg
  • $ 9570.00
  • Sigma-Aldrich
  • Ala-Gln BioReagent, suitable for cell culture, suitable for insect cell culture
  • 100g
  • $ 1730.00
  • Sigma-Aldrich
  • Ala-Gln United States Pharmacopeia (USP) Reference Standard
  • 200mg
  • $ 366.00
  • Sigma-Aldrich
  • Ala-Gln 200 mM, solution, sterile-filtered, Biotechnology Performance Certified
  • 20ml
  • $ 17.50
  • Sigma-Aldrich
  • Ala-Gln 200 mM, solution, sterile-filtered, Biotechnology Performance Certified
  • 100ml
  • $ 41.00
  • Sigma-Aldrich
  • Ala-Gln ≥98% (HPLC)
  • 1g
  • $ 39.80
  • Sigma-Aldrich
  • Ala-Gln ≥98% (HPLC)
  • 5g
  • $ 78.50
Total 230 raw suppliers
Chemical Property of (2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate Edit
Chemical Property:
  • Vapor Pressure:1E-16mmHg at 25°C 
  • Melting Point:215 °C 
  • Refractive Index:10 ° (C=5, H2O) 
  • Boiling Point:615.4 °C at 760 mmHg 
  • PKA:3.12±0.10(Predicted) 
  • Flash Point:326 °C 
  • PSA:135.51000 
  • Density:1.305g/cm3 
  • LogP:-0.04000 
  • Storage Temp.:2-8°C 
  • Solubility.:Water (Sparingly) 
  • Water Solubility.:Soluble in water. 
  • XLogP3:-3.8
  • Hydrogen Bond Donor Count:3
  • Hydrogen Bond Acceptor Count:4
  • Rotatable Bond Count:5
  • Exact Mass:217.10625597
  • Heavy Atom Count:15
  • Complexity:261
Purity/Quality:

98% *data from raw suppliers

L-Alanyl-L-Glutamine *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 23-24/25-36-26 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC(C(=O)NC(CCC(=O)N)C(=O)[O-])[NH3+]
  • Isomeric SMILES:C[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)[O-])[NH3+]
  • Uses This product is an integral part of parenteral nutrition and is indicated for patients who require supplementation with glutamine, including those in catabolic and metabolic conditions. Such as: trauma, burns, large and medium-sized operation, bone marrow and other organ transplantation, gastrointestinal syndrome, cancer, severe infection and other stressful ICU patients. This product is a supplement to the amino acid solution. Upon application, it should be supplemented into other amino acid solution or infusion containing amino acids. It is a kind of dipeptide used as the glutamine substituents in mammalian cell culture media; glutamine is unstable in solution with the formed ammonia having deleterious effects in cell culture; Ala-Glu is stable against thermal disinfection, having a smaller effect of ammonia formation than glutamine. As one of the components of the medium, it is advantageous to exert its advantages A substitute for glutamine in mammalian cell culture media; stable to heat-sterilization.L-Alanyl-L-glutamine is used as a component in pharmaceuticals, cosmetics and food products. It is a stable Gln dipeptide, which protects mice against the jejunal crypt depletion in the setting of dietary protein and fat deficiency. It provides nutritional requirements, improves intestinal health and enhances the immune system. It is also involved in various clinical studies such as cancer treatment, radiation and chemotherapy. It finds application in biotechnology as a component for mammalian cell culture medium. It improves pancreatic beta-cell function, maintaining the mitochondrial metabolism and stimulus-secretion coupling essential for insulin release. Ala-Gln has been used:as a supplement in NeuralQ??mediumas a component in growth medium and incubation medium (IM) for retinal cell linesfor experimental treatment of retinal cell lines respectively This supplement provides a stable form of L-glutamine while in solution.
  • Description L-Alanyl-L-glutamine is a synthetic glutamine dipeptide that can attenuate oxidative stress in rodent models when administered at doses of 0.75-1.5 mg/kg. In vivo, the parenteral administration of L-alanyl-L-glutamine to Swiss mice yields higher plasma glutamine levels compared to enteral administration. In vitro, the addition of this dipeptide (50 mM) to cultures of antibody-producing CHO cells reduces apoptosis and promotes antibody production. Treatment of insulin-secreting BRIN-BD11 β-cells with L-alanyl-L-glutamine (2 mM) protects against the inflammatory effects of exposure to lipopolysaccharide-treated primary macrophages.
Technology Process of (2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate

There total 19 articles about (2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoate 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:
Guidance literature:
With ammonium hydroxide; at 20 - 60 ℃; for 8h; Autoclave;
DOI:10.1021/op990079w
Guidance literature:
N-Cbz-Ala; With hexachloroethane; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 1.5h;
L-glutamine; With potassium hydroxide; In tetrahydrofuran; dichloromethane; water; at 0 ℃; for 2h; pH=13;
With sulfuric acid; hydrogen; more than 3 stages; Product distribution / selectivity;
Guidance literature:
N-(O,O-diethyl) phosphoalanine; With hexachloroethane; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.666667h;
L-glutamine; With potassium hydroxide; In dichloromethane; cyclohexane; water; at 20 ℃; for 0.5h; pH=13;
With nitric acid; trifluoroacetic acid; more than 3 stages; Product distribution / selectivity;
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