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

SIGMA/E7131 - ≥95% (HPLC)

Synonym: DADLE

CAS Number: 94825-57-7
Empirical Formula (Hill Notation): C29H39N5O7
Molecular Weight: 569.65
MDL Number: MFCD00133947
Linear Formula: C29H39N5O7
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-E7131-1MG 1 mg
$37.30
1/EA
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45-E7131-5MG 5 mg
$114.00
1/EA
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45-E7131-25MG 25 mg
$411.00
1/EA
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assay ≥95% (HPLC)
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
InChI key YRZBXSPTRALQEX-IIKZURRYSA-N
Quality Level 200 
SMILES string 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
storage temp. −20°C
Amino Acid Sequence: Tyr-Ala-Gly-Phe-Leu
Application: [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 and to assess the analgesic effect of WIN55,212-2 in mice.
Biochem/physiol Actions: Prototypical δ-agonist; more potent and selective than Leu-enkephalin and Met-enkephalin.
Biochem/physiol Actions: [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. 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.
General description: [D-Ala2, D-Leu5]-Enkephalin acetate salt, also called DADLE, is an analog of endogenous δ-opioid peptide encephalin, and is metabolically stable.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 12352209

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