A synthetic glutamine dipeptide
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L-Alanyl-L-Glutamine

Item No. 21809

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-alanyl-L-glutamine
CAS Number
39537-23-0
Synonyms
  • Ala-Gln
  • L-Ala-L-Gln
Molecular Formula
C8H15N3O4
Formula Weight
217.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
204 nm
SMILES
NC(CC[C@H](NC([C@H](C)N)=O)C(O)=O)=O
InChi Code
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
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

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    Product Description

    L-Alanyl-L-glutamine is a synthetic glutamine dipeptide that can attenuate oxidative stress in rodent models when administered at doses of 0.75-1.5 mg/kg.1,2,3,4 In vivo, the parenteral administration of L-alanyl-L-glutamine to Swiss mice yields higher plasma glutamine levels compared to enteral administration.5 In vitro, the addition of this dipeptide (50 mM) to cultures of antibody-producing CHO cells reduces apoptosis and promotes antibody production.6 Treatment of insulin-secreting BRIN-BD11 β-cells with L-alanyl-L-glutamine (2 mM) protects against the inflammatory effects of exposure to lipopolysaccharide-treated primary macrophages.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pires, V.L.d.S., de Souza, J.R.F., Guimarães, S.B., et al. Preconditioning with L-alanyl-L-glutamine in a Mongolian gerbil model of acute cerebral ischemia/reperfusion injury. Acta Cir. Bras. 26(Suppl 1), 14-20 (2011).

    2. Petry, É.R., Cruzat, V.F., Heck, T.G., et al. Alanyl-glutamine and glutamine plus alanine supplements improve skeletal redox status in trained rats: Involvement of heat shock protein pathways. Life Sci. 94(2), 130-136 (2014).

    3. Cruzat, V.F., Bittencourt, A., Scomazzon, S.P., et al. Oral free and dipeptide forms of glutamine supplementation attenuate oxidative stress and inflammation induced by endotoxemia. Nutrition 30(5), 602-611 (2014).

    4. Chuang, I.-C., Huang, M.-S., Huang, L.-J., et al. Prophylactic inhalation of L-alanyl-L-glutamine enhances heat shock protein 72 and attenuates endotoxin-induced lung injury in rats. Physiol. Res. 64(4), 505-512 (2015).

    5. Boelens, P.G., Melis, G.C., van Leeuwen, P.A., et al. Route of administration (enteral or parenteral) affects the contribution of L-glutamine to de novo L-arginine synthesis in mice: a stable-isotope study. Am. J. Physiol. Endocrinol. Metab. 291(4), E683-E690 (2006).

    6. Imamoto, Y., Tanaka, H., Takahashi, K., et al. Advantages of AlaGln as an additive to cell culture medium: Use with anti-CD20 chimeric antibody-producing POTELLIGENT™ CHO cell lines. Cytotechnology 65(1), 135-143 (2013).

    7. Cruzat, V.F., Keane, K.N., Scheinpflug, A.L., et al. Alanyl-glutamine improves pancreatic β-cell function following ex vivo inflammatory challenge. J. Endocrinol. 224(3), 261-271 (2015).