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Key Documents

A0550

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

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

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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