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E5008

[D-Ala²]-Leucine enkephalin

Name: [<SC>D</SC>-Ala<SUP>2</SUP>]-Leucine enkephalin
Brand: SIGMA

≥97% (HPLC), suitable for ligand binding assays

Synonym(s):

Tyr-D-Ala-Gly-Phe-Leu

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₃₉N₅O₇

CAS Number:

64963-01-5

Molecular Weight:

569.65

NACRES:

NA.26

PubChem Substance ID:

24894597

UNSPSC Code:

12352209

EC Number:

265-291-0

MDL number:

MFCD00076409

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Product Name

[D-Ala²]-Leucine enkephalin, ≥97% (HPLC)

Quality Level

200

assay

≥97% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

SMILES string

CC(C)CC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C(C)NC(=O)C(N)Cc2ccc(O)cc2)C(O)=O

InChI

1S/C29H39N5O7/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/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)

InChI key

ZHUJMSMQIPIPTF-UHFFFAOYSA-N

Related Categories

Biochemicals

Cell Culture Supplements & Reagents

Amino Acids – Building Blocks of Life Science

Biochem/physiol Actions

The Enkephalin amid peptide [D-Ala2]-Leucine enkephalin ((DADLE), a delta opioid agonist, is a degradation resistant long-acting Leu-enkephalin analog used to study the signaling pathway of delta opioid receptors.

Other Notes

Potent, long-acting Leu-enkephalin analog that is resistant to enzymatic degradation

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number

0000531334

0000445691

0000339074

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Activation of mu- and delta-opioid receptors causes presynaptic inhibition of glutamatergic excitation in neocortical neurons.

A M Ostermeier et al.

Anesthesiology, 93(4), 1053-1063 (2000-10-06)

The mechanism underlying the depressant effect of opioids on neuronal activity within the neocortex is still not clear. Three modes of action have been suggested: (1) inhibition by activation of postsynaptic potassium channels, (2) interaction with postsynaptic glutamate receptors, and

Determination of enkephalin peptides by nonaqueous capillary electrophoresis with electrochemical detection.

Arndt Psurek et al.

Electrophoresis, 27(5-6), 1199-1208 (2006-03-09)

Nonaqueous capillary electrophoresis with electrochemical detection (NACE-ED) was applied to the analysis of enkephalin peptides. The effect of different buffer compositions on the electrophoretic behavior of methionine enkephalin, leucine enkephalin, and [D-Ala2]-leucine enkephalin was studied. Separation of the protonated and

Agonist activation of p42 and p44 mitogen-activated protein kinases following expression of the mouse delta opioid receptor in Rat-1 fibroblasts: effects of receptor expression levels and comparisons with G-protein activation.

A R Burt et al.

The Biochemical journal, 320 ( Pt 1), 227-235 (1996-11-15)

Rat-1 fibroblasts were transfected with a cDNA encoding the mouse delta opioid receptor. Two separate clones, D2 (which expressed some 6 pmol of the receptor/mg of membrane protein) and DOE (which expressed some 0.2 pmol/mg of membrane protein), were examined

Leucine enkephalin effects on paracellular and transcellular permeation pathways across brain microvessel endothelial cell monolayers.

S E Thompson et al.

Journal of cardiovascular pharmacology, 24(5), 818-825 (1994-11-01)

Leucine enkephalin (YGGFL) effects on markers for transcellular and paracellular permeation across the blood-brain barrier (BBB) were investigated in vitro with bovine brain microvessel endothelial cell (BMEC) monolayers in primary culture. Intact YGGFL, but not metabolites of YGGFL, stimulated BMEC

Direct excitatory opiate effects mediated by non-synaptic actions on rat medial vestibular neurons.

Y Lin et al.

European journal of pharmacology, 262(1-2), 99-106 (1994-09-01)

Opiates increase firing of rat medial vestibular nucleus neurons. We have attempted to determine the mechanism of these excitatory opiate actions by extracellular recording of neuronal activity with ionophoretic application of opiate agonists and bath application of antagonists. The spontaneous

Global Trade Item Number

SKU	GTIN
E5008-5MG	04061832820262

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