DAMGO

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Cat.No. 1171 - DAMGO | Tyr-D-Ala-Gly-N-methyl-Phe-Gly-ol | CAS No. 78123-71-4
Description: Selective μ agonist
Alternative Names: DAGO
Chemical Name: [D-Ala2, NMe-Phe4, Gly-ol5]-enkephalin
Datasheet
Citations (20)
Literature

Biological Activity

Highly selective peptide agonist for the μ opioid receptor.

Technical Data

M. Wt 513.7
Formula C26H35N5O6
Sequence YAGFG

(Modifications: Ala-2 = D-Ala, Phe-4 = N-methyl-Phe, Gly-5 = Gly-ol)

Storage Desiccate at -20°C
CAS Number 78123-71-4
PubChem ID 5462471
InChI Key HPZJMUBDEAMBFI-WTNAPCKOSA-N
Smiles [H]N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@H](C)C(=O)NCC(=O)N(C)[C@@H](CC1=CC=CC=C1)C(=O)NCCO

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 2 mg/ml in water

Preparing Stock Solutions

The following data is based on the product molecular weight 513.7. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.95 mL 9.73 mL 19.47 mL
5 mM 0.39 mL 1.95 mL 3.89 mL
10 mM 0.19 mL 0.97 mL 1.95 mL
50 mM 0.04 mL 0.19 mL 0.39 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Fang et al (1989) Opioid receptors (DAGO-enkephalin, dynorphin A(1-13), BAM 22P) microinjected into the rat brainstem: comparison of their antinociceptive effect and their effect on neuronal firing in the rostral ventromedial medulla. Brain Res. 501 116 PMID: 2572306

Hirning et al (1985) Studies in vitro with ICI 174,864, [D-Pen2,D-Pen5]-enkephalin (DPDPE) and [D-Ala2,NMePhe4,Gly-ol]-enkephalin (DAGO). Neuropeptides 5 383 PMID: 2987739


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Keywords: DAMGO, supplier, Selective, μ-opioid, mu-opioid, agonist, MOP, Receptors, OP3, DAGO, Mu, Opioid, Receptors, Mu, Opioid, Receptors, Tocris Bioscience

20 Citations for DAMGO

Citations are publications that use Tocris products. Selected citations for DAMGO include:

Mamaligas et al (2016) Nicotinic and opioid receptor regulation of striatal dopamine D2-receptor mediated transmission Scientific Reports 6 37834 PMID: 27886263

Liu et al (2015) Morphological and physiological evidence of a synaptic connection between the lateral parabrachial nucleus and neurons in the A7 catecholamine cell group in rats. J Biomed Sci 22 79 PMID: 26385355

Wang et al (2015) Buprenorphine-elicited alteration of adenylate cyclase activity in human embryonic kidney 293 cells coexpressing κ-, μ-opioid and nociceptin receptors. PLoS One 19 2587 PMID: 26153065

Bai et al (2015) Sex differences in peripheral mu-opioid receptor mediated analgesia in rat orofacial persistent pain model. J Neurosci 10 e0122924 PMID: 25807259

Taylor et al (2015) Microglia disrupt mesolimbic reward circuitry in chronic pain. Br J Pharmacol 35 8442 PMID: 26041913

Ong et al (2015) Prolonged morphine treatment alters δ opioid receptor post-internalization trafficking. J Neurosci 172 615 PMID: 24819092

Beaudry et al (2015) Regulation of μ and δ opioid receptor functions: involvement of cyclin-dependent kinase 5. Invest Ophthalmol Vis Sci 172 2573 PMID: 25598508

Brewer et al (2014) Dopamine D3 receptor dysfunction prevents anti-nociceptive effects of morphine in the spinal cord. Front Neural Circuits 8 62 PMID: 24966815

Zhou et al (2013) Development of functionally selective, small molecule agonists at kappa opioid receptors. J Biol Chem 288 36703 PMID: 24187130

Vicente-Sánchez et al (2013) HINT1 protein cooperates with cannabinoid 1 receptor to negatively regulate glutamate NMDA receptor activity. Mol Brain 6 42 PMID: 24093505

Rajasekaran et al (2013) Human metabolites of synthetic cannabinoids JWH-018 and JWH-073 bind with high affinity and act as potent agonists at cannabinoid type-2 receptors. Toxicol Appl Pharmacol 269 100 PMID: 23537664

Kharmate et al (2013) Inhibition of tumor promoting signals by activation of SSTR2 and opioid receptors in human breast cancer cells. Cancer Cell Int 13 93 PMID: 24059654

Reyes et al (2012) Opiate agonist-induced re-distribution of Wntless, a mu-opioid receptor interacting protein, in rat striatal neurons. Exp Neurol 233 205 PMID: 22001156

Krook-Magnuson et al (2011) Ivy and neurogliaform interneurons are a major target of μ-opioid receptor modulation. J Neurosci 31 14861 PMID: 22016519

Beaudry et al (2011) Activation of spinal mu- and δ-opioid receptors potently inhibits substance P release induced by peripheral noxious stimuli. Neurochem Res 31 13068 PMID: 21917790

Lee et al (2011) Differential pharmacological actions of methadone and buprenorphine in human embryonic kidney 293 cells coexpressing human μ-opioid and opioid receptor-like 1 receptors. Br J Pharmacol 36 2008 PMID: 21671107

Lorier et al (2010) Opiate-induced suppression of rat hypoglossal motoneuron activity and its reversal by ampakine therapy. PLoS One 5 e8766 PMID: 20098731

Hull et al (2010) The effect of protein kinase C and G protein-coupled receptor kinase inhibition on tolerance induced by mu-opioid agonists of different efficacy. J Pharmacol Exp Ther 332 1127 PMID: 20008489

Garzón et al (2009) Gz mediates the long-lasting desensitization of brain CB1 receptors and is essential for cross-tolerance with morphine. Mol Pain 5 11 PMID: 19284549

Kokkola et al (2005) S-nitrosothiols modulate G protein-coupled receptor signaling in a reversible and highly receptor-specific manner. BMC Cell Biol 6 21 PMID: 15850493


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