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A8185

Sigma-Aldrich

Ala-Gln

BioReagent, suitable for cell culture, suitable for insect cell culture

Synonym(s):

Alanyl-glutamine, Glutamine-S

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About This Item

Empirical Formula (Hill Notation):
C8H15N3O4
CAS Number:
39537-23-0
Molecular Weight:
217.22
MDL number:
MFCD00133046
UNSPSC Code:
12352209
PubChem Substance ID:
24891211
NACRES:
NA.75

product line

BioReagent

Quality Level

300

Assay

≥98% (HPLC)

form

powder

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

color

white to off-white

storage temp.

room temp

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

Ala-Gln has been used:
  • as a supplement in NeuralQ™ medium
  • as a component in growth medium and incubation medium (IM) for retinal cell lines
  • for experimental treatment of retinal cell lines respectively

Biochem/physiol Actions

Alanyl-glutamine (Ala-Gln) is a dipeptide that is used as a substitute for glutamine in mammalian cell culture media, because of the instability of glutamine in solution and the formation of ammonia as a breakdown product of glutamine in solution, which can have deleterious effects on cells in culture. Ala-Glu is stable to heat sterilization and is less ammonia genic than glutamine, which contributes to its advantages as a media component. Ala-Gln has been utilized to investigate polymorphonuclear leucocyte and myeloperoxidase activity in vitro.

Analysis Note

This product is cell culture tested (0.5 mg/ml) and insect cell culture tested (0.2 mg/ml). It is appropriate for use in cell culture and insect cell culture applications at 2-10 mM.

Legal Information

NeuralQ is a trademark of GlobalStem

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Vinicius Fernandes Cruzat et al.
Nutrition (Burbank, Los Angeles County, Calif.), 25(4), 428-435 (2008-12-06)
We investigated the effect of supplementation with the dipeptide L-alanyl-L-glutamine (DIP) and a solution containing L-glutamine and L-alanine, both in the free form, on the plasma and tissue concentrations of glutamine, glutamate, and glutathione (GSH) in rats subjected to long-duration
A high-throughput assay for mRNA silencing in primary cortical neurons in vitro with oligonucleotide therapeutics
Alterman JF, et al.
Bio-protocol, 7(16) (2017)
The adaptation of BHK cells to a non-ammoniagenic glutamate-based culture medium
Christie A, et al.
Biotechnology and Bioengineering, 64(3), 298-309 (1999)
Vinicius Fernandes Cruzat et al.
Cell biochemistry and function, 28(1), 24-30 (2009-11-04)
In this study, we investigated the effect of the supplementation with the dipeptide L-alanyl-L-glutamine (DIP) and a solution containing L-glutamine and L-alanine on plasma levels markers of muscle damage and levels of pro-inflammatory cytokines and glutamine metabolism in rats submitted
Tony E Haynes et al.
Amino acids, 37(1), 131-142 (2009-02-04)
This study tested the hypothesis that L-glutamine (Gln) or L-alanyl-L-glutamine (Ala-Gln) prevents oxidant- or endotoxin-induced death of neonatal enterocytes. Enterocytes of neonatal pigs rapidly hydrolyzed Ala-Gln and utilized Gln. To determine whether Gln or Ala-Gln has a cytoprotective effect, IPEC-1
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