A synthetic peptide δ1-opioid receptor agonist
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DPDPE (trifluoroacetate salt)

Item No. 23184

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-tyrosyl-3-mercapto-D-valylglycyl-L-phenylalanyl-3-mercapto-D-valine, cyclic (2→5)-disulfide, trifluoroacetate salt
Synonyms
  • [D-Pen2,D-Pen5]Enkephalin
Molecular Formula
C30H39N5O7S2 • XCF3COOH
Formula Weight
645.8
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
CC([C@H](C(O)=O)NC1=O)(C)SSC(C)(C)[C@@H](NC([C@@H](N)CC2=CC=C(O)C=C2)=O)C(NCC(N[C@H]1CC3=CC=CC=C3)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C30H39N5O7S2.C2HF3O2/c1-29(2)23(34-25(38)20(31)14-18-10-12-19(36)13-11-18)27(40)32-16-22(37)33-21(15-17-8-6-5-7-9-17)26(39)35-24(28(41)42)30(3,4)44-43-29;3-2(4,5)1(6)7/h5-13,20-21,23-24,36H,14-16,31H2,1-4H3,(H,32,40)(H,33,37)(H,34,38)(H,35,39)(H,41,42);(H,6,7)/t20-,21-,23-,24-;/m0./s1
InChi Key
LUVILUYVBUMMRG-JZHXPYGKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $69

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    5 mg

    $285

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    Product Description

    DPDPE is a synthetic enkephalin peptide and an agonist of δ1-opioid receptors (Ki = 2.7 nM for the rat receptors).1 It is selective for δ-opioid receptors over μ- and κ-opioid receptors (Kis = 713 and >1,500 nM, respectively, for the rat receptors). In vivo, DPDPE (4.5 nmol i.c.v.) increases the latency to tail withdrawal in the tail flick test in mice, an effect that can be reversed by the δ1-opioid receptor antagonist [D-Ala2,Leu5,Cys6]enkephalin (DALCE) but not the δ2-opioid receptor antagonist natrindole-5'-isocynate.1,2 DPDPE (140 nmol, i.c.v) increases the seizure threshold in a rat model of flurothyl-induced seizures and is protective against seizures induced by maximal electroshock (MES) in rats.3 It reduces formalin-induced paw licking in rats in a dose-dependent manner.4 In vivo, DPDPE (15 µg, i.c.v.) increases latency to tail withdrawal in wild-type, δ-opioid receptor knockout (DOR-/-), and μ-opioid receptor knockout (MOR-/-) mice, but the latter effect can be prevented by the μ-opioid receptor antagonist CTOP (Item No. 27377).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Corbett, A.D., Gillan, M.G.C., Kosterlitz, H.W., et al. Selectivities of opioid peptide analogues as agonists and antagonists at the δ-receptor. Br. J. Pharmacol. 83(1), 271-279 (1984).

    2. Vanderah, T., Takemori, A.E., Sultana, M., et al. Interaction of [D-Pen2,D-Pen5]enkephalin and [D-Ala2,Glu4]deltorphin with δ-opioid receptor subtypes in vivo. Eur. J. Pharmacol. 252(2), 133-137 (1994).

    3. Tortella, F.C., Echevarria, E., Robles, L., et al. Anticonvulsant effects of mu (DAGO) and delta (DPDPE) enkephalins in rats. Peptides 9(5), 1177-1181 (1988).

    4. Calcagnetti, D.J., Helmstetter, F.J., and Fanselow, M.S. Analgesia produced by centrally administered DAGO, DPDPE and U50488H in the formalin test. Eur. J. Pharmacol. 153(1), 117-122 (1988).

    5. Scherrer, G., Befort, K., Contet, C., et al. The delta agonists DPDPE and deltorphin II recruit predominantly mu receptors to produce thermal analgesia: A parallel study of mu, delta and combinatorial opioid receptor knockout mice. Eur. J. Neurosci. 19(8), 2239-2248 (2004).

    Product Citations

    Jiang, Q., Han, J., Fine, E.J., et al. Structural basis of opioid receptor activation by PCP and ketamine. Nat. Struct. Mol. Biol. (2026).