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E5008

Sigma-Aldrich

[D-Ala2]-Leucine enkephalin

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

Synonyme(s) :

Tyr-D-Ala-Gly-Phe-Leu

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About This Item

Formule empirique (notation de Hill):
C29H39N5O7
Numéro CAS:
64963-01-5
Poids moléculaire :
569.65
Numéro CE :
265-291-0
Numéro MDL:
MFCD00076409
Code UNSPSC :
12352209
ID de substance PubChem :
24894597
Nomenclature NACRES :
NA.26

product name

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

Niveau de qualité

200

Pureté

≥97% (HPLC)

Forme

powder

Technique(s)

ligand binding assay: suitable

Couleur

white

Température de stockage

−20°C

Chaîne SMILES 

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)

Clé InChI

ZHUJMSMQIPIPTF-UHFFFAOYSA-N

Catégories apparentées

Amino Acid Sequence

Tyr-Ala-Gly-Phe-Leu

Actions biochimiques/physiologiques

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.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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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
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
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
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
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

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