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Key Documents

E6264

Sigma-Aldrich

[D-Pen2,5, p-Cl-Phe4]-Enkephalin

≥97% (HPLC)

Synonym(s):

[pCl-Phe4]-DPDPE

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About This Item

Empirical Formula (Hill Notation):
C30H38ClN5O7S2
CAS Number:
Molecular Weight:
680.24
MDL number:
UNSPSC Code:
12352200

Assay

≥97% (HPLC)

composition

Peptide content, ~70%

storage temp.

−20°C

SMILES string

CC1(C)SSC(C)(C)[C@@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)NCC(=O)N[C@@H](Cc3ccc(Cl)cc3)C(=O)N[C@H]1C(O)=O

Gene Information

human ... OPRD1(4985)
mouse ... OPRD1(18386)
rat ... OPRD1(24613)

Amino Acid Sequence

Tyr-D-Pen-Gly-p-Chloro-Phe-D-Pen [Disulfide Bridge: 2-5]

Biochem/physiol Actions

Selective agonist at the δ opioid receptor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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E V Varga et al.
Molecular pharmacology, 50(6), 1619-1624 (1996-12-01)
In the present study, we replaced the third extracellular loop of the human delta-opioid receptor with that of the human mu-opioid receptor. A modified polymerase chain reaction overlap extension method was used to achieve the exact splicing in the chimera
F Niroomand et al.
Naunyn-Schmiedeberg's archives of pharmacology, 354(5), 643-649 (1996-11-01)
Although both opioid receptors and endogenous opioids are abundant in cardiac tissues, the signal transduction pathways of opioids in cardiac sarcolemmal membranes have yet to be identified. In highly purified canine cardiac sarcolemmal membranes, binding of the opioid receptor antagonist
R J Knapp et al.
European journal of pharmacology, 291(2), 129-134 (1995-10-15)
2-methyl-4a alpha-(3-hydroxyphenyl)-1,2,3,4,4a,5,12,12a alpha-octahydro-quinolino[2,3,30g]isoquinoline (TAN-67) is a nonpeptidic delta-opioid receptor agonist. This report describes its receptor binding affinity and agonist potency at human and mouse delta and mu-opioid receptors. The binding affinities of TAN-67 and the cyclic enkephalin analog, (D-Pen2, 4'-Cl-Phe4
Michael J McCarthy et al.
Psychopharmacology, 213(4), 735-744 (2010-10-14)
The synthesis and release of met-enkephalin and β-endorphin, endogenous ligands for δ-opioid peptide receptors (DOPrs), are altered following nicotine administration and may play a role in nicotine addiction. To investigate the consequences of altered opioidergic activity on DOPr expression, coupling
P J Emmerson et al.
The Journal of pharmacology and experimental therapeutics, 271(3), 1630-1637 (1994-12-01)
The binding parameters of radiolabeled DAMGO (mu), DPDPE and pCl-DPDPE (delta) and 5 alpha, 7 alpha, 8 beta-N-methyl-N-[7-(1- pyrrolidinyl)-1-oxaspiro(4,5)dec-8-yl]benzeneacetamide (also known as U69593, kappa) and the affinity and selectivity profiles of various opioid agonists and antagonists at the three opioid

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