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MedKoo Cat#: 574353 | Name: DPDPE
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

DPDPE is a selective δ-opioid receptor agonist peptide that inhibits electrically stimulated contraction of mouse vas deferens in vitro and is antinociceptive in vivo.

Chemical Structure

DPDPE
DPDPE
CAS#88373-73-3

Theoretical Analysis

MedKoo Cat#: 574353

Name: DPDPE

CAS#: 88373-73-3

Chemical Formula: C30H39N5O7S2

Exact Mass: 645.2291

Molecular Weight: 645.79

Elemental Analysis: C, 55.80; H, 6.09; N, 10.84; O, 17.34; S, 9.93

Price and Availability

Size Price Availability Quantity
1mg USD 300.00 2 Weeks
5mg USD 750.00 2 Weeks
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Related CAS #
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Synonym
DPDPE; (D-Pen2,D-Pen5)-Enkephalin; 2,5-Pen-enkephalin; DPLPE
IUPAC/Chemical Name
(4S,7S,13S)-13-((S)-2-amino-3-(4-hydroxyphenyl)propanamido)-7-benzyl-3,3,14,14-tetramethyl-6,9,12-trioxo-1,2-dithia-5,8,11-triazacyclotetradecane-4-carboxylic acid
InChi Key
MCMMCRYPQBNCPH-WMIMKTLMSA-N
InChi Code
InChI=1S/C30H39N5O7S2/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/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)/t20-,21-,23-,24-/m0/s1
SMILES Code
CC1(C)[C@@H](NC([C@@H](N)CC2=CC=C(O)C=C2)=O)C(NCC(N[C@@H](CC3=CC=CC=C3)C(N[C@@H](C(O)=O)C(C)(C)SS1)=O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
DPDPE, an opioid peptide, is a selective δ-opioid receptor (DOR) agonist with anticonvulsant effects.
In vitro activity:
[L-Ala3]DPDPE is nearly as delta-potent and more delta-selective in both rat brain binding (18 nM vs [3H] [p-ClPhe4]DPDPE and mu/delta = 610) and peripheral bioassays (12 nM in the MVD and GPI/MVD = 4500) when compared to DPDPE (8.5 nM, mu/delta = 73 and 4.1 nM, GPI/MVD = 1800, respectively). Reference: J Med Chem. 1994 May 27;37(11):1572-7. https://pubmed.ncbi.nlm.nih.gov/8201592/
In vivo activity:
Pretreatment intraventricularly with the selective delta-opioid receptor agonists 2-methyl-4aalpha-(3-hydroxyphenyl)-1,2,3,4,4a,5,12, 12abeta-octahydro-quinolino[2,3,3-g]isoquinoline ((-)TAN-67) or [D-Pen(2,5)]-enkephalin (DPDPE) showed a dose-dependent increase in the incidence of convulsions in mice. Pretreatment with naltrindole (2 mg/kg, s.c.), a selective delta-opioid receptor antagonist, abolished the enhancement of the bicuculline-induced convulsions by DPDPE. Reference: Brain Res. 2000 Apr 17;862(1-2):120-6. https://pubmed.ncbi.nlm.nih.gov/10799676/
Solvent mg/mL mM
Solubility
Water 10.0 0.15
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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 the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Haaseth RC, Horan PJ, Bilsky EJ, Davis P, Zalewska T, Slaninova J, Yamamura HI, Weber SJ, Davis TP, Porreca F, et al. [L-Ala3]DPDPE: a new enkephalin analog with a unique opioid receptor activity profile. Further evidence of delta-opioid receptor multiplicity. J Med Chem. 1994 May 27;37(11):1572-7. doi: 10.1021/jm00037a007. PMID: 8201592. 2. Yajima Y, Narita M, Takahashi-Nakano Y, Misawa M, Nagase H, Mizoguchi H, Tseng LF, Suzuki T. Effects of differential modulation of mu-, delta- and kappa-opioid systems on bicuculline-induced convulsions in the mouse. Brain Res. 2000 Apr 17;862(1-2):120-6. doi: 10.1016/s0006-8993(00)02096-5. PMID: 10799676. 3. Wood M, Daniel AM, Papini MR. Selective effects of the delta-opioid receptor agonist DPDPE on consummatory successive negative contrast. Behav Neurosci. 2005 Apr;119(2):446-54. doi: 10.1037/0735-7044.119.2.446. PMID: 15839790.
In vitro protocol:
1. Haaseth RC, Horan PJ, Bilsky EJ, Davis P, Zalewska T, Slaninova J, Yamamura HI, Weber SJ, Davis TP, Porreca F, et al. [L-Ala3]DPDPE: a new enkephalin analog with a unique opioid receptor activity profile. Further evidence of delta-opioid receptor multiplicity. J Med Chem. 1994 May 27;37(11):1572-7. doi: 10.1021/jm00037a007. PMID: 8201592.
In vivo protocol:
1. Yajima Y, Narita M, Takahashi-Nakano Y, Misawa M, Nagase H, Mizoguchi H, Tseng LF, Suzuki T. Effects of differential modulation of mu-, delta- and kappa-opioid systems on bicuculline-induced convulsions in the mouse. Brain Res. 2000 Apr 17;862(1-2):120-6. doi: 10.1016/s0006-8993(00)02096-5. PMID: 10799676. 2. Wood M, Daniel AM, Papini MR. Selective effects of the delta-opioid receptor agonist DPDPE on consummatory successive negative contrast. Behav Neurosci. 2005 Apr;119(2):446-54. doi: 10.1037/0735-7044.119.2.446. PMID: 15839790.
1. 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 2. 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 3. 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

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