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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H15N3O4
Molecular Weight 217.2224
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALANYL GLUTAMINE

SMILES

C[C@H](N)C(=O)N[C@@H](CCC(N)=O)C(O)=O

InChI

InChIKey=HJCMDXDYPOUFDY-WHFBIAKZSA-N
InChI=1S/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)/t4-,5-/m0/s1

HIDE SMILES / InChI

Molecular Formula C8H15N3O4
Molecular Weight 217.2224
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Alanyl-glutamine is a widely used alternative supplement to L-glutamine in the production of biopharmaceuticals. The primary advantage of using L-alanyl-glutamine in place of L-glutamine is that it reduces the level of ammonia generated during cell culture. L-alanyl glutamine also acts as an antioxidant (peroxide) and anti-apoptosis (LPS-induced) factor. Ala-Glu may be used in cell culture and insect cell culture applications. It can be used in studies on injury and sepsis, and in the effects of irradiation on leucine and protein metabolism in vivo. Alanyl-glutamine is used as dipeptide infusion solution, which is given as part of parenteral and/or enteral nutritional therapy. When the intake of nutrients or food into the mouth or directly into the gut is not possible or it is not enough to supply the body’s needs then nutrients or foods can be given intravenously or through the gastrointestinal tract or a combination of both. This is especially important for people whose bodies are under physical stress from illness or recent surgery. During illness or after surgery the body requires nutrition or food. Amino acids are the building blocks used by the body to make proteins. Dipeptiven is usually given as a supplement to amino acid solutions or an amino acid containing infusion regimen as part of complete nutritional support.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Dipeptiven

PubMed

Sample Use Guides

In Vivo Use Guide
Alanyl-Glutamine orally 3g/day for 10 days
Route of Administration: Oral
In Vitro Use Guide
IEC-6 cells were seeded in 12-well plates in a concentration of 6.25 Ч 104 cells/well and cultivated in DMEM media with 5% FCS (Gibco BRL). IEC-6 cells were confluent after 2 d following seeding. In order to rule out the effect of cell proliferation on cell migration, wells were incubated for 20 min with 5 μg/mL of mitomycin C, which inhibits DNA synthesis and cell mitosis. Wells were then scratched along their diameter and extended 30 mm in length to the right center corner, using a sterile razor blade. Prior to scratching, 50% of the media volume was removed from each study well. The media was changed and the cells were then incubated in DMEM media without glutamine (Gln) with 0, 7, 10, 70 and 100 μg/mL of NFV, diluted in 0.5% DMSO. After one hour of incubation, wells were washed using DMEM media without Gln and incubated with DMEM media without Gln for 12 or 24 h. To evaluate the effect of AQ (Alanyl-glutamine) on cell migration, after incubating the wells with mitomycin C for 20 min and scratching, the wells were incubated with either DMEM media without Gln or DMEM media without Gln supplemented with 1, 5, 10 or 50 mM of AQ.
Substance Class Chemical
Record UNII
U5JDO2770Z
Record Status Validated (UNII)
Record Version