![]() | |
Names | |
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IUPAC name
L-Alanyl-L-glutamine
| |
Identifiers | |
3D model (
JSmol)
|
|
Abbreviations | Ala-Gln |
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.129.824 |
EC Number |
|
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C8H15N3O4 | |
Molar mass | 217.225 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Alanyl-glutamine is a chemical compound which in the form L-alanyl-L-glutamine is used in dietary supplementation, in parenteral nutrition, and in cell culture. It is a dipeptide consisting of alanine and glutamine. [1] [2]
As a dietary supplement, alanyl-glutamine protects the gastrointestinal tract. [3] [4] [5] The protective effect reduces bacterial translocation, thus reducing the risk of infections and infection-related problems such as diarrhea, dehydration, malabsorption, and electrolyte imbalance. [2]
At room temperature with 1 atmosphere of pressure, L-alanyl-L-glutamine has a solubility of about 586 g/L, which is more than 10 times glutamine's solubility (35 g/L). Also, glutamine does not withstand sterilization procedures, whereas alanyl-glutamine does. Alanyl-glutamine's high solubility makes it valuable in parenteral nutrition. [6] [7]
In cell culture, L-alanyl-L-glutamine is sometimes used as a replacement for L-glutamine because this dipeptide is stable in aqueous solution unlike L-glutamine which spontaneously degrades to form ammonia and pyrrolidine carboxylic acid.[ citation needed] During cell culture, L-alanyl-L-glutamine is broken down into L-glutamine which is an essential nutrient for the cells. Because the chemical compound L-alanyl-L-glutamine is broken down a little at a time, the cells have time to use the L-glutamine that is formed before it is broken down into ammonia and pyrrolidine carboxylic acid. Ammonia tends to damage the cells, which means that when growing with a medium that uses L-glutamine instead of L-alanyl-L-glutamine, it is necessary to change the cells' growth medium more often. [8] [9]
L-Alanyl-L-glutamine is sold under the name GlutaMAX by Thermo Fisher Scientific [10] and under the name AminoStable by Ajinomoto. [11]
![]() | |
Names | |
---|---|
IUPAC name
L-Alanyl-L-glutamine
| |
Identifiers | |
3D model (
JSmol)
|
|
Abbreviations | Ala-Gln |
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.129.824 |
EC Number |
|
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C8H15N3O4 | |
Molar mass | 217.225 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Alanyl-glutamine is a chemical compound which in the form L-alanyl-L-glutamine is used in dietary supplementation, in parenteral nutrition, and in cell culture. It is a dipeptide consisting of alanine and glutamine. [1] [2]
As a dietary supplement, alanyl-glutamine protects the gastrointestinal tract. [3] [4] [5] The protective effect reduces bacterial translocation, thus reducing the risk of infections and infection-related problems such as diarrhea, dehydration, malabsorption, and electrolyte imbalance. [2]
At room temperature with 1 atmosphere of pressure, L-alanyl-L-glutamine has a solubility of about 586 g/L, which is more than 10 times glutamine's solubility (35 g/L). Also, glutamine does not withstand sterilization procedures, whereas alanyl-glutamine does. Alanyl-glutamine's high solubility makes it valuable in parenteral nutrition. [6] [7]
In cell culture, L-alanyl-L-glutamine is sometimes used as a replacement for L-glutamine because this dipeptide is stable in aqueous solution unlike L-glutamine which spontaneously degrades to form ammonia and pyrrolidine carboxylic acid.[ citation needed] During cell culture, L-alanyl-L-glutamine is broken down into L-glutamine which is an essential nutrient for the cells. Because the chemical compound L-alanyl-L-glutamine is broken down a little at a time, the cells have time to use the L-glutamine that is formed before it is broken down into ammonia and pyrrolidine carboxylic acid. Ammonia tends to damage the cells, which means that when growing with a medium that uses L-glutamine instead of L-alanyl-L-glutamine, it is necessary to change the cells' growth medium more often. [8] [9]
L-Alanyl-L-glutamine is sold under the name GlutaMAX by Thermo Fisher Scientific [10] and under the name AminoStable by Ajinomoto. [11]