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Merck
CN

A0550

Ala-Gln

≥98% (HPLC)

Synonym(s):

Alanyl-glutamine, Glutamine-S

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About This Item

Empirical Formula (Hill Notation):
C8H15N3O4
CAS Number:
Molecular Weight:
217.22
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name

Ala-Gln, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to off-white

SMILES string

NC(CC[C@H](NC([C@@H](N)C)=O)C(O)=O)=O

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

InChI key

HJCMDXDYPOUFDY-WHFBIAKZSA-N

Application

L-Glutamine is an essential supplement for cell culture. The free amino acid L-glutamine is unstable and degrades to pyroglutamate. Alanyl-L-glutamine (Ala-Gln) and Gylcyl-L-glutamine (Gly-Gln) are used in cell culture as alternative delivery forms of stabilized L-glutamine. The primary advantage of using L-alanylglutamine in place of L-glutamine is that it reduces the level of ammonia generated during cell culture.

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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G Biolo et al.
Nutrition (Burbank, Los Angeles County, Calif.), 13(9 Suppl), 52S-57S (1997-09-18)
The metabolic response to trauma and sepsis involves an increased loss of body proteins. Specific sites of changes of protein and amino acid metabolism have been identified. In skeletal muscle, the rate of proteolysis is accelerated greatly. The rate of
A Christie et al.
Biotechnology and bioengineering, 64(3), 298-309 (1999-07-09)
Although glutamine is a major carbon source for mammalian cells in culture, its chemical decomposition or cellular metabolism leads to an undesirable excess of ammonia. This limits the shelf-life of glutamine-supplemented media and may reduce the cell yield under certain
M Holecek et al.
Amino acids, 22(1), 95-108 (2002-05-25)
The mechanism by which glutamine produces a favorable effect in the treatment of sepsis, injury, burns and abdominal irradiation is not completely understood. The main aim of this study was to evaluate the effect of alanyl-glutamine (AlaGln) administration on the



Global Trade Item Number

SKUGTIN
A0550-1G04061826752104
A0550-5G04061832887852