A peptide opioid receptor agonist
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Met-Enkephalinamide (trifluoroacetate salt)

Item No. 36081

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-tyrosylglycylglycyl-L-phenylalanyl-L-methioninamide, trifluoroacetate salt
Synonyms
  • [Met5]-Enkephalin amide
  • Methionine-Enkephalin amide
  • H-Tyr-Gly-Gly-Phe-Met-NH2
  • H-YGGFM-NH2
Molecular Formula
C27H36N6O6S • XCF3COOH
Formula Weight
572.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 10 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
O=C(N[C@H](C(N)=O)CCSC)[C@@H](NC(CNC(CNC([C@@H](N)CC(C=C1)=CC=C1O)=O)=O)=O)CC2=CC=CC=C2.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C27H36N6O6S.C2HF3O2/c1-40-12-11-21(25(29)37)33-27(39)22(14-17-5-3-2-4-6-17)32-24(36)16-30-23(35)15-31-26(38)20(28)13-18-7-9-19(34)10-8-18;3-2(4,5)1(6)7/h2-10,20-22,34H,11-16,28H2,1H3,(H2,29,37)(H,30,35)(H,31,38)(H,32,36)(H,33,39);(H,6,7)/t20-,21-,22-;/m0./s1
InChi Key
RZLKVUJHGWGFHT-SGIIKHNDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $74

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    10 mg

    $118

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    25 mg

    $219

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    50 mg

    $329

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    Product Description

    Met-Enkephalinamide is a peptide opioid receptor agonist and derivative of Met-enkephalin (Item No. 23284).1,2 It binds to opioid receptors in rat cerebellum homogenates (IC50 = 0.2 µM) and reduces the twitch height in electrically stimulated isolated guinea pig ileum and isolated mouse vas deferens. Met-Enkephalinamide (300 µg/animal) induces analgesia in the hot plate and tail-flick tests in rats, effects that can be reversed by administration of the opioid receptor antagonist naloxone.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Change, J.-K., and Fong, B.T.W. Opiate receptor affinities and behavioral effects of enkephalin: Structure-activity relationship of ten synthetic peptide analogues. Life Sci. 18(12), 1473-1481 (1976).

    2. Quinn, M.J., Laska, F.J., and Fennessy, M.R. Structure-activity relationships of met5- and leu5-enkephalin analogues. Clin. Exp. Pharmacol. Physiol. 6, 535-540 (1979).

    3. Yaksh, T.L., Huang, S.P., and Rudy, T.A. The direct and specific opiate-like effect of Met5-enkephalin and analogues on the spinal cord. Neuroscience 2(4), 593-596 (1977).