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Merck
CN

E5008

[D-Ala2]-Leucine enkephalin

≥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

Key Documents

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Product Name

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

InChI key

ZHUJMSMQIPIPTF-UHFFFAOYSA-N

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)

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

assay

≥97% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

Quality Level

200

Related Categories

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
0000445691
0000445691
0000339074
0000326421
0000302144

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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
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
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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