39537-23-0 Usage
Description
L-Alanyl-L-Glutamine (Ala-Gln) is a synthetic dipeptide formed from L-alanyl and L-glutamine residues. It is a white solid that is stable, highly soluble, and resistant to thermal and sterilization processes. Upon entering the body, it is quickly digested into L-glutamine and L-alanine, which are then used for substance synthesis or energy consumption. L-Alanyl-L-Glutamine plays a crucial role in various biological processes, including immune function, lesion repair, and protein synthesis regulation.
Uses
1. Used in Parenteral Nutrition:
L-Alanyl-L-Glutamine is used as a supplement in parenteral nutrition for patients who require glutamine supplementation, including those in catabolic and metabolic conditions such as trauma, burns, surgeries, organ transplantation, gastrointestinal syndrome, cancer, severe infection, and ICU patients.
2. Used in Mammalian Cell Culture Media:
L-Alanyl-L-Glutamine is used as a substitute for glutamine in mammalian cell culture media due to its stability against heat-sterilization and reduced ammonia formation compared to glutamine. It is a component of various growth and incubation media for cell lines, including NeuralQ medium and retinal cell lines.
3. Used in Pharmaceutical, Cosmetic, and Food Products:
L-Alanyl-L-Glutamine is used as a stable Gln dipeptide in the development of pharmaceuticals, cosmetics, and food products. It provides nutritional requirements, improves intestinal health, enhances the immune system, and is involved in clinical studies for cancer treatment, radiation, and chemotherapy.
4. Used in Biotechnology:
L-Alanyl-L-Glutamine is used as a component in mammalian cell culture medium for biotechnology applications. It improves pancreatic beta-cell function, maintaining the mitochondrial metabolism and stimulus-secretion coupling essential for insulin release.
5. Used in Clinical Practice:
L-Alanyl-L-Glutamine is used as a clinical donor for treating severe catabolic diseases such as major burn injury, acute and chronic infection, bone marrow transplantation, multiple organ dysfunction syndrome, intestinal dysfunction, radiotherapy and chemotherapy-induced mucosal injury, immunodeficiency syndrome, and critical illness.
6. Used in Intravenous Injections:
L-Alanyl-L-Glutamine is used in the development of 20% intravenous injections, such as Dipeptamin, for parenteral nutrition, providing essential nutrients for patients with severe conditions.
Property
This product appears as white or almost white crystalline powder, being odorless; has hygroscopicity; being easily soluble in water, almost insoluble in the methanol and only slightly soluble in glacial acetic acid.
Pharmacological effects
This product is an integral part of parenteral nutrition, N (2)-L-alanyl-L-glutamine can be broken down into glutamine and alanine in the body. Its characteristics is that it can supplement glutamine through parenteral nutrition infusion; The released amino acids of this kinds of dipeptide can be stored in the corresponding parts of the body as a nutrient and metabolized in response to the demands of the body. For symptoms that can possibly cause in vivo glutamine depletion, the goods can be supplemented for parenteral nutrition support.
Pharmacokinetics
N (2)-L-alanyl-L-glutamine is subject to rapid decomposition into glutamine and alanine in vivo with its human half-life of 2.4 to 3.8 minutes (being 4.2 minutes for late renal dysfunction patients), and the plasma elimination rate was 1.6 to 2.7 L/min. The disappearance of this dipeptide is accompanied by an increase in the number of free amino acids of equal molar number. Its hydrolysis process may only occur in the extracellular. When the infusion volume is constant, N (2)-L-alanyl-L-glutamine excreted through the urine is less than 5%, being identical to the other infused amino acids.
Biochem/physiol Actions
Alanyl-glutamine is a widely used alternative supplement to L-glutamine in the production of biopharmaceuticals. Alanyl-glutamine also acts as an antioxidant (peroxide) and anti-apoptosis (LPS-induced) factor. Ala-Gln has been used in studies on injury and sepsis, and on the effects of irradiation on leucine and protein metabolism in vivo. Ala-Gln has been utilized to investigate polymorphonuclear leucocyte and myeloperoxidase activity in vitro.
Check Digit Verification of cas no
The CAS Registry Mumber 39537-23-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,5,3 and 7 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 39537-23:
(7*3)+(6*9)+(5*5)+(4*3)+(3*7)+(2*2)+(1*3)=140
140 % 10 = 0
So 39537-23-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H15N3O4/c1-4(9)7(13)11-5(8(14)15)2-3-6(10)12/h4-5H,2-3,9H2,1H3,(H2,10,12)(H,11,13)(H,14,15)
39537-23-0Relevant articles and documents
ALANYL GLUTAMINE COMPOUND AND PREPARATION METHOD THEREOF
-
Paragraph 0096, (2015/02/19)
A process for preparing a pure alanylglutamine comprises the steps of: 1) reacting N-(α-chloro)-propionyl-glutamine and hydrazine compound to obtain an alanylglutamine crude product; 2) mixing anhydrous methanol and the alanylglutamine crude product to provide a filter cake; 3) dissolving the filter cake in water, heating, adding ethanol, and cooling to yield the pure alanylglutamine.
Process of producing ala-gln dipeptide
-
Page/Page column 4, (2010/02/14)
A synthesis method of alanyl-glutamine includes the steps of: The N-terminal protected alanine reacts with triphenylphosphine and hexachloroethane in organic solvent to form active ester, the active ester reacts with glutamine in a solution mixture containing organic solvent and aqueous solution of inorganic base, the resultant mixture is acidified with inorganic acid, and then the N-terminal protecting group is removed. In this method, the raw materials are cheap, the synthesis technique is simple, no disposals of separation and purification are needed, the product is easy to be separated and purified, the toxicities of all the reagents used in the course of production are minimal, it is advantageous to environment protection.
Process research and development of L-alanyl-L-glutamine, a component of parenteral nutrition
Sano, Takahiro,Sugaya, Toru,Inoue, Kunimi,Mizutaki, Sho-Ichi,Ono, Yasuyuki,Kasai, Masaji
, p. 147 - 152 (2013/09/07)
A large-scale manufacturing method of L-alanyl-L-glutamine used for a component of parenteral nutrition has been studied. The method consisted of a reaction of D-2-chloro- or D-2-bromopropionic acid with thionyl chloride and Schotten-Baumann reaction with L-glutamine followed by ammonolysis reaction. The intermediate D-2-chloropropionyl-L-glutamine was found to be more stable than its bromo analogue. In the ammonolysis reaction, the former intermediate needed a higher reaction temperature, but the by-products produced had little effect on the quality of the final product. The structures of the by-products were conjectured mainly by mass spectrometry and they were removed by anion resin treatment and recrystallization.