A neuropeptide and δ- and µ-opioid receptor agonist
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Leu-Enkephalin (trifluoroacetate salt)

Item No. 23283

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-tyrosylglycylglycyl-L-phenylalanyl-L-leucine, monotrifluoroacetate salt
CAS Number
73563-78-7
Synonyms
  • Leucine enkephalin
  • [Leu5]enkephalin
  • Tyr-Gly-Gly-Phe-Leu-OH
Molecular Formula
C28H37N5O7 • CF3COOH
Formula Weight
669.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
279 nm
SMILES
OC(C(F)(F)F)=O.CC(C)C[C@@H](C(O)=O)NC([C@@H](NC(CNC(CNC([C@@H](N)CC1=CC=C(C=C1)O)=O)=O)=O)CC2=CC=CC=C2)=O
InChi Code
InChI=1S/C28H37N5O7.C2HF3O2/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19;3-2(4,5)1(6)7/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40);(H,6,7)/t21-,22-,23-;/m0./s1
InChi Key
MPCRWMAJOJIMIB-RGRVRPFLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $49

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    25 mg

    $102

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    50 mg

    $190

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    Product Description

    Leu-Enkephalin is an endogenous neuropeptide involved in nociception and an agonist of δ- and µ-opioid receptors (Kis = 4.0 and 3.4 nM, respectively).1,2 It is selective for δ- and µ- over κ-opioid receptors (Ki = >1,000 nM).2 Leu-Enkephalin is a cleavage product of proenkephalin, which is found primarily in the adrenal medulla and the CNS.3 It is found in the brain, the brainstem, and the spinal cord as well as in the peripheral nervous system. Leu-Enkephalin (1 mg/kg) decreases the visceromotor response to colon distension in a mouse model of visceral pain induced by colorectal distension.4 It also increases the tail-flick threshold and latency to tail flick in the tail-pressure test and tail-flick test, respectively, in mice.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hughes, J., Smith, T.W., Kosterlitz, H.W., et al. Identification of two related pentapeptides from the brain with potent opiate agonist activity. Nature 258(5536), 577-580 (1975).

    2. Raynor, K., Kong, H., Chen, Y., et al. Pharmacological characterization of the cloned κ-, δ-, and μ-opioid receptors. Mol. Pharm. 45(2), 330-334 (1994).

    3. Roques, B.P., Noble, F., and Fournié-Zaluski, M.-C. Endrogenous opioid peptides and analgesia. Opioids in pain control: Basic and clinical aspects 22-25 (1999).

    4. Fabisiak, A., Sobocińska, M., Kamysz, E., et al. Antinociceptive potency of enkephalins and enkephalinase inhibitors in the mouse model of colorectal distension-proof-of-concept. Chem. Biol. Drug Des. 92(1), 1387-1392 (2018).

    5. Honda, M., Okutsu, H., Matsuura, T., et al. Spinorphin, an endogenous inhibitor of enkephalin-degrading enzymes, potentiates leu-enkephalin-induced anti-allodynic and antinociceptive effects in mice. Jpn. J. Pharmacol. 87(4), 261-267 (2001).