A dipeptide fragment of β-endorphin
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Glycyl-L-Glutamine (hydrate)

Item No. 35058

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
172669-64-6
Synonyms
  • Glycylglutamine
  • Gly-Gln
Molecular Formula
C7H13N3O4 • H2O
Formula Weight
221.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: soluble
SMILES
NC(CC[C@H](NC(CN)=O)C(O)=O)=O.O
InChi Code
InChI=1S/C7H13N3O4.H2O/c8-3-6(12)10-4(7(13)14)1-2-5(9)11;/h4H,1-3,8H2,(H2,9,11)(H,10,12)(H,13,14);1H2/t4-;/m0./s1
InChi Key
KLFWVRQACSYLOH-WCCKRBBISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $44

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    1 g

    $75

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    5 g

    $283

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    10 g

    $520

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    Product Description

    Glycyl-L-glutamine is a C-terminal dipeptide fragment of β-endorphin (Item Nos. 24955 | 24153).1 It decreases reperfusion damage and increases the time to ischemic contracture in isolated rat hearts in a model of cardiac ischemia-reperfusion injury using eight- and 36-week old rats when used at a concentration of 5 mM.2 Glycyl-L-glutamine (1-100 nmol) inhibits morphine-induced respiratory depression with no effect on morphine-induced analgesia in rats.3 It also inhibits acquisition of place preference, delays the development of tolerance, and reduces withdrawal intensity in morphine-conditioned rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Parish, D.C., Smyth, D.G., Normanton, J.R., et al. Glycyl glutamine, an inhibitory neuropeptide derived from β-endorphin. Nature 306(5940), 267-270 (1983).

    2. Almashhadany, A., Alghamdi, O.A., Van der Touw, T., et al. ʟ-Glycyl-ʟ-glutamine provides the isolated and perfused young and middle-aged rat heart protection against ischaemia-reperfusion injury. Amino Acids 47(8), 1559-1565 (2015).

    3. Owen, M.D., Unal, C.B., Callahan, M.F., et al. Glycyl-glutamine inhibits the respiratory depression, but not the antinociception, produced by morphine. Am. J. Physiol. Regul. Integr. Comp. Physiol. 279(5), R1944-R1948 (2000).

    4. Cavun, S., Göktalay, G., and Millington, W.R. Glycyl-glutamine, an endogenous β-endorphin-derived peptide, inhibits morphine-induced conditioned place preference, tolerance, dependence, and withdrawal. J. Pharmacol. Exp. Ther. 315(2), 949-958 (2005).