Merck
  • E7384
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E7384

Sigma-Aldrich

[D-Ala2, N-Me-Phe4, Gly5-ol]-Enkephalin acetate salt

≥97% (HPLC)

Synonym(s):
DAGO, DAMGO, Tyr-D-Ala-Gly-N-methyl-Phe-Gly-ol
Empirical Formula (Hill Notation):
C26H35N5O6
CAS Number:
Molecular Weight:
513.59
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.32

Nivel de calidad

ensayo

≥97% (HPLC)

temp. de almacenamiento

−20°C

SMILES string

CC(O)=O.C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)NCC(=O)N(C)[C@@H](Cc2ccccc2)C(=O)NCCO

InChI

1S/C26H35N5O6.C2H4O2/c1-17(30-25(36)21(27)14-19-8-10-20(33)11-9-19)24(35)29-16-23(34)31(2)22(26(37)28-12-13-32)15-18-6-4-3-5-7-18;1-2(3)4/h3-11,17,21-22,32-33H,12-16,27H2,1-2H3,(H,28,37)(H,29,35)(H,30,36);1H3,(H,3,4)/t17-,21+,22+;/m1./s1

InChI key

XZZYKCKUDLGXJA-NJUGUJQKSA-N

Gene Information

human ... OPRM1(4988)
mouse ... OPRM1(18390)
rat ... OPRM1(25601)

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Amino Acid Sequence

Tyr-Ala-Gly-Nme-Phe-Gly-ol

Descripción general

[D-Ala2, N-Me-Phe4, Gly5-ol]-Enkephalin acetate salt or DAMGO is a full agonist of the μ-opioid receptor. μ-opioid receptor is encoded by the OPRM1 gene, which has a predominant expression in reward-processing areas of brain. It acts as a receptor for endogenous opioids such as β-endorphin, encephalin, as well as foreign opioids such as morphine, heroin, and methadone.

Aplicación

[D-Ala2, N-Me-Phe4, Gly5-ol]-Enkephalin acetate salt or DAMGO has been used:
  • for use as a positive control in the assay of G-protein activation with μ-opioid receptor, to assay the inhibition of cAMP inhibition by DAMGO
  • for the determination of the suppression of contraction by opioid receptors
  • to determine whether the peripheral application of DAMGO suppresses the hypertonic saline (HS)-induced masseter nociception in slightly anaesthetized rats

Envase

0.5, 1, 5, 10, 50 mg
Bottomless glass bottle. Contents are inside inserted fused cone.

Acciones bioquímicas o fisiológicas

Enkephalin analog that is a selective agonist at μ-opioid receptors.

Código de clase de almacenamiento

13 - Non Combustible Solids

WGK

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificate of Analysis

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Certificate of Origin

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