A dipeptide with metabolism-altering activity
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Isomer(s)
26089Aspartame
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γ-Glu-Phe (trifluoroacetate salt)

Item No. 36181

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-γ-glutamyl-L-phenylalanine, trifluoroacetate salt
Synonyms
  • γ-Glutamylphenylalanine
Molecular Formula
C14H18N2O5 • XCF3COOH
Formula Weight
294.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 3 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC([C@@H](NC(CC[C@H](N)C(O)=O)=O)CC1=CC=CC=C1)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C14H18N2O5.C2HF3O2/c15-10(13(18)19)6-7-12(17)16-11(14(20)21)8-9-4-2-1-3-5-9;3-2(4,5)1(6)7/h1-5,10-11H,6-8,15H2,(H,16,17)(H,18,19)(H,20,21);(H,6,7)/t10-,11-;/m0./s1
InChi Key
VCOBIUADQLSCAH-ACMTZBLWSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $124

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    50 mg

    $220

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    100 mg

    $417

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    250 mg

    $857

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    γ-Glu-Phe is an endogenous dipeptide that is composed of L-glutamic acid (Item No. 30377) and L-phenylalanine (Item No. 31498) and has also been found in Allium.1 It prevents increases in lipid accumulation in AML12 hepatocytes stimulated with oleic acid (Item Nos. 90260 | 24659) when used at a concentration of 30 µM. γ-Glu-Phe (2.5-10 mM) increases levels of the calcium-sensing receptor (CaSR) and secretion of cholecystokinin (CCK) and glucagon-like peptide 1 (GLP-1) in STC-1 enteroendocrine cells.2 Changes in urine levels of γ-Glu-Phe are associated with hypertension and phenylketonuria (PKU) and changes in serum levels are associated with prostate cancer.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, Y.G., Cho, J.-Y., Hwang, E.J., et al. Glu-Phe from onion (Allium Cepa L.) attenuates lipogenesis in hepatocytes. Biosci. Biotech. Biochem. 81(7), 1409-1416 (2017).

    2. Yang, J., Bai, W., Zeng, X., et al. γ-[Glu](n=1,2)-Phe/-Met/-Val stimulates gastrointestinal hormone (CCK and GLP-1) secretion by activating the calcium-sensing receptor. Food Funct. 10(7), 4071-4080 (2019).

    3. Shi, M., He, J., Li, C., et al. Metabolomics study of blood pressure salt-sensitivity and hypertension. Nutr. Metab. Cardiovasc. Dis. 32(7), 1681-1692 (2022).

    4. Peck, H., and Pollitt, R.J. The occurrence of γ-glutamylphenylalanine in the urine of newborn phenylketonurics. Clin. Chim. Acta 94(3), 237-240 (1979).

    5. Huang, J., Mondul, A.M., Weinstein, S.J., et al. Serum metabolomic profiling of prostate cancer risk in the prostate, lung, colorectal, and ovarian cancer screening trial. Br. J. Cancer 115(9), 1087-1095 (2016).