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Cat.No. 1431 - DPDPE | Tyr-D-Pen-Gly-Phe-D-Pen (Disulfide bridge: 2 - 5) | CAS No. 88373-73-3
Description: Selective δ agonist
Alternative Names: [D-Pen2,5]Enkephalin, [D-Pen2,D-Pen5]Enkephalin
Citations (9)

Biological Activity

Prototypical selective δ-opioid receptor agonist peptide. Inhibits electrically stimulated contraction of mouse vas deferens in vitro (EC50 = 5.2 nM), and is antinociceptive in vivo.

Technical Data

M. Wt 645.79
Formula C30H39N5O7S2
Sequence YXGFX

(Modifications: X = D-Pen, Disulfide bridge between 2 - 5)

Storage Desiccate at -20°C
CAS Number 88373-73-3
PubChem ID 14679813
Smiles [H]N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H]1C(=O)NCC(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@H](C(O)=O)C(C)(C)SSC1(C)C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 1 mg/ml in water

Preparing Stock Solutions

The following data is based on the product molecular weight 645.79. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.55 mL 7.74 mL 15.48 mL
5 mM 0.31 mL 1.55 mL 3.1 mL
10 mM 0.15 mL 0.77 mL 1.55 mL
50 mM 0.03 mL 0.15 mL 0.31 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet


References are publications that support the products' biological activity.

Chandrakumar et al (1992) Analogs of the δ opioid receptor selective cyclic peptide [2-D-penicillamine,5-D-penicillamine]-enkephalin: 2',6'-dimethyltyrosine and Gly3-Phe4 amide bond isostere substitutions. J.Med.Chem. 35 2928 PMID: 1323677

Clark et al (1986) [D-Pen2,D-Pen5]enkephalin (DPDPE): a δ-selective enkephalin with low affinity for μ1 opiate binding sites. Eur.J.Pharmacol. 128 303 PMID: 3025000

Fraser et al (2000) Supraspinal antinociceptive response to [D-Pen2,5]-enkephalin (DPDPE) is pharmacologically distince from that to other δ-agonists in the rat. J.Pharmacol.Exp.Ther. 295 1135 PMID: 11082450

If you know of a relevant reference for DPDPE, please let us know.

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Keywords: DPDPE, supplier, Selective, agonists, δ-opioid, delta-opioid, d-opioid, DOP, Receptors, OP1, delta-receptor, [D-Pen2,5]Enkephalin, [D-Pen2,D-Pen5]Enkephalin, Delta, Opioid, Receptors, Delta, Opioid, Receptors, Tocris Bioscience

9 Citations for DPDPE

Citations are publications that use Tocris products. Selected citations for DPDPE include:

Dunning et al (2016) Multisite tyrosine phosphorylation of the N-terminus of Mint1/X11α by Src kinase regulates the trafficking of amyloid precursor protein. J Neurochem 137 518 PMID: 26865271

Tsitoura et al (2015) Inhibition of Anopheles gambiae odorant receptor function by mosquito repellents. J Biol Chem 290 7961 PMID: 25657000

Leal et al (2013) Peripheral δ-opioid receptors attenuate the exercise pressor reflex. PLoS One 305 H1246 PMID: 23934854

Saloman et al (2011) Activation of peripheral δ-opioid receptors leads to anti-hyperalgesic responses in the masseter muscle of male and female rats. Am J Physiol Heart Circ Physiol 190 379 PMID: 21664434

Peart et al (2007) Impaired p38 MAPK/HSP27 signaling underlies aging-related failure in opioid-mediated cardioprotection. J Mol Cell Cardiol 42 972 PMID: 17407780

Marti et al (2013) Acute and chronic antiparkinsonian effects of the novel nociceptin/orphanin FQ receptor antagonist NiK-21273 in comparison with SB-612111. Br J Pharmacol 168 863 PMID: 22994368

Largent-Milnes et al (2013) Building a better analgesic: multifunctional compounds that address injury-induced pathology to enhance analgesic efficacy while eliminating unwanted side effects. J Pharmacol Exp Ther 347 7 PMID: 23860305

Niu et al (2011) Sex differences in the contribution of ATP-sensitive K+ channels in trigeminal ganglia under an acute muscle pain condition. Neuroscience 180 344 PMID: 21296645

Morse et al (2011) Ligand-directed functional selectivity at the mu opioid receptor revealed by label-free integrative pharmacology on-target. PLoS One 6 e25643 PMID: 22003401

Do you know of a great paper that uses DPDPE from Tocris? If so please let us know.

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