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E3888

Sigma-Aldrich

[D-Pen2,5]-Enkephalin hydrate

≥95% (HPLC)

Sinônimo(s):

DPDPE

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About This Item

Fórmula empírica (Notação de Hill):
C30H39N5O7S2 · xH2O
Peso molecular:
645.79 (anhydrous basis)
Número MDL:
MFCD00076430
Código UNSPSC:
12352209
ID de substância PubChem:
329799055
NACRES:
NA.32

Nível de qualidade

200

Ensaio

≥95% (HPLC)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CC1(C)SSC(C)(C)[C@@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)NCC(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@H]1C(O)=O

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

chave InChI

MCMMCRYPQBNCPH-WMIMKTLMSA-N

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Amino Acid Sequence

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

Descrição geral

[D-Pen2,5]-Enkephalin hydrate, also called DPDPE, is a peptide and acts as a δ1-opioid receptor agonist. Opioid receptors are divided into three types called, μ, κ and δ, depending upon their ligands. These ligands are peptides and are classified as enkephalins, endorphins and dynorphins.

Aplicação

[D-Pen2,5]-Enkephalin hydrate (DPDPE) has been used to study the pharmacodynamic and pharmacokinetic capabilities of polyethylene glycol (PEG) conjugate of DPDPE in rodents. It has been used to study the tendency of opiate self-administration in male Long-Evans rats, in ventral tegmental area (VTA).

Ações bioquímicas/fisiológicas

Antinociceptive activity mediated through the δ1 receptor while the modulatory activity is mediated through the δ2 receptor. Tritiated [D-Pen2,5]-enkephalin is used as a δ1 ligand.

Outras notas

Lyophilized from 0.1% TFA in H2O

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
089M4827V
118M4894V
068M4801V
097M4761V
037M4794V

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S Allouche et al.
Biochemical pharmacology, 59(8), 915-925 (2000-02-29)
The two pharmacological delta-opioid receptor subtypes, delta1 and delta2, have been defined on the basis of pharmacological tools but remain to be characterized at the molecular level, since only a single cDNA has been cloned. The present study aimed to
Maria Camilla Cerlesi et al.
European journal of pharmacology, 794, 115-126 (2016-11-23)
An innovative chemical strategy named peptide welding technology (PWT) has been developed for the facile synthesis of tetrabranched peptides. [Dmt1]N/OFQ(1-13)-NH2 acts as a universal agonist for nociceptin/orphanin FQ (N/OFQ) and classical opioid receptors. The present study investigated the pharmacological profile
Dinah Nockemann et al.
EMBO molecular medicine, 5(8), 1263-1277 (2013-07-03)
The use of opioid agonists acting outside the central nervous system (CNS) is a promising therapeutic strategy for pain control that avoids deleterious central side effects such as apnea and addiction. In human clinical trials and rat models of inflammatory
D C Jewett et al.
Psychopharmacology, 127(3), 225-230 (1996-10-01)
The present study assessed the discriminative stimulus effects of the delta-opioid agonist [D-Pen2-D-Pen5]enkephalin (DPDPE) in pigeons. Food-restricted pigeons were trained to discriminate between i.c.v injections of 100 micrograms [D-Pen2-D-Pen5]enkephalin (DPDPE) and saline in a two-key operant procedure; acquisition of discriminative
K Akiyama et al.
Proceedings of the National Academy of Sciences of the United States of America, 82(8), 2543-2547 (1985-04-01)
Specific binding properties of the tritium-labeled delta opiate receptor agonist [3H][2-D-penicillamine, 5-D-penicillamine]enkephalin [( 3H][D-Pen2, D-Pen5]enkephalin) were characterized in the rat brain and in a mouse neuroblastoma-rat glioma hybrid cell line (NG 108-15). Saturation isotherms of [3H][D-Pen2, D-Pen5]enkephalin binding to rat
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