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E7131

Sigma-Aldrich

[D-Ala2, D-Leu5]-Enkephalin acetate salt

≥95% (HPLC)

Sinônimo(s):

DADLE

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R$ 317,00
5 MG
R$ 933,00
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R$ 3.165,00

R$ 317,00

Disponível para enviar em07 de abril de 2025Detalhes

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1 MG
R$ 317,00
5 MG
R$ 933,00
25 MG
R$ 3.165,00

About This Item

Fórmula empírica (Notação de Hill):
C29H39N5O7
Número CAS:
94825-57-7
Peso molecular:
569.65
Número MDL:
MFCD00133947
Código UNSPSC:
12352209
ID de substância PubChem:
329799004
NACRES:
NA.32

R$ 317,00

Disponível para enviar em07 de abril de 2025Detalhes

Solicite uma grande encomenda

Nível de qualidade

200

Ensaio

≥95% (HPLC)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CC(O)=O.CC(C)C[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(O)=O

InChI

1S/C29H39N5O7.C2H4O2/c1-17(2)13-24(29(40)41)34-28(39)23(15-19-7-5-4-6-8-19)33-25(36)16-31-26(37)18(3)32-27(38)22(30)14-20-9-11-21(35)12-10-20;1-2(3)4/h4-12,17-18,22-24,35H,13-16,30H2,1-3H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)(H,40,41);1H3,(H,3,4)/t18-,22+,23+,24-;/m1./s1

chave InChI

YRZBXSPTRALQEX-IIKZURRYSA-N

Informações sobre genes

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

Amino Acid Sequence

Tyr-Ala-Gly-Phe-Leu

Descrição geral

[D-Ala2, D-Leu5]-Enkephalin acetate salt, also called DADLE, is an analog of endogenous δ-opioid peptide encephalin, and is metabolically stable.[1]

Aplicação

[D-Ala2, D-Leu5]-Enkephalin or DADLE has been used for use in immunocomplex kinetic assay, to determine the activation of p70s6k by DADLE in the cell clones D2 and DOE and in non-transfected parental Rat-1 fibroblasts[2] and to assess the analgesic effect of WIN55,212-2 in mice.[3]

Ações bioquímicas/fisiológicas

Prototypical δ-agonist; more potent and selective than Leu-enkephalin and Met-enkephalin.
[D-Ala2, D-Leu5]-Enkephalin can induce hibernation in ground squirrels, during summers, when they do not normally hibernate. In multiorgan block preparation, it can prolong the survival time of organs such as, heart, lung, liver, spleen and kidney, up to 46hrs. It aids in tolerance development of myocardium to ischemia. It might have tissue protective role in central nervous system.[1] It prevents and reverses methamphetamine (METH)-induced damage of dopaminergic terminals of brain. It prevents naltrexone-sensitive PC12 cell apoptosis in serum deprivation conditions. Thus, it might play an essential role in the survival of neurons and organs.[4]

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
SLBZ8480
SLBR0070V
SLBK8814V
SLBF0742V
091M5066V

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HPLC peptide standard mixture analytical standard

Supelco

H2016

HPLC peptide standard mixture

Albumina sérica bovina heat shock fraction, protease free, fatty acid free, essentially globulin free, pH 7, ≥98%

Sigma-Aldrich

A7030

Albumina sérica bovina

T P Su
Journal of biomedical science, 7(3), 195-199 (2000-05-16)
By studying the hibernation in ground squirrels, a protein factor termed hibernation induction trigger (HIT) was found to induce hibernation in summer-active ground squirrels. Further purification of HIT yielded an 88-kD peptide that is enriched in winter hibernator. Partial sequence
Mei-Rong Lv et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 93, 230-237 (2017-06-24)
The central objective was to identify the role of the PI3K-Akt activation pathway on the neuroprotection of δ-opioid receptor agonist (DADLE) against cerebral ischemia-reperfusion (I/R) injury in a rat model. Fifty-five male Sprague-Dawley (SD) rats were included to establish a
L Vinod Kumar Reddy et al.
Life sciences, 191, 195-204 (2017-10-22)
Nutritional deprivation and inflammation-rich zones are the major causative reasons for poor survivability of transplanted mesenchymal stem cells (MSCs). Therefore in the present study, we demonstrated the cytoprotective and anti-inflammatory effects of activated delta (δ)-opioid receptor (DOR) with synthetic peptide
Zelin Lai et al.
Cell & bioscience, 10, 79-79 (2020-06-19)
Ischemic stroke poses a severe risk to human health worldwide, and currently, clinical therapies for the disease are limited. Delta opioid receptor (DOR)-mediated neuroprotective effects against ischemia have attracted increasing attention in recent years. Our previous studies revealed that DOR
N A Shahabi et al.
Journal of neuroimmunology, 94(1-2), 48-57 (1999-06-22)
Delta opioid receptors (DOR) are G-protein coupled 7-transmembrane receptors (GPCR), expressed by thymic and splenic T cells, that modulate interleukin (IL)-2 production and proliferation in response to concanavalin A or crosslinking the TCR. Mitogen-activated protein kinases (MAPKs) are involved in
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