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

SIGMA/E7384 - ≥97% (HPLC)

Synonym: DAGO; DAMGO; Tyr-D-Ala-Gly-N-methyl-Phe-Gly-ol

CAS Number: 100929-53-1
Empirical Formula (Hill Notation): C26H35N5O6
Molecular Weight: 513.59
MDL Number: MFCD00133215
Linear Formula: C26H35N5O6
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-E7384-1MG 1 mg
$64.70
1/EA
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45-E7384-5MG 5 mg
$210.00
1/EA
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45-E7384-10MG 10 mg
$359.00
1/EA
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45-E7384-50MG 50 mg
$1440.00
1/EA
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assay ≥97% (HPLC)
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
Quality Level 100 
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
storage temp. −20°C
Amino Acid Sequence: Tyr-Ala-Gly-Nme-Phe-Gly-ol
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
Biochem/physiol Actions: Enkephalin analog that is a selective agonist at μ-opioid receptors.
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.
Other Notes: 2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research 
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥97% (HPLC)
Storage Temp. −20°C
UNSPSC 12352209

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