E7384

[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: 100929-53-1
• Molecular Weight: 513.59
• MDL number: MFCD00133215
• PubChem Substance ID: 329799071
• NACRES: NA.32

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• storage temp.: −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)

Description

Amino Acid Sequence

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

General description

[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.

Application

[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

Packaging

0.5, 1, 5, 10, 50 mg

Bottomless glass bottle. Contents are inside inserted fused cone.

Biochem/physiol Actions

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

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves