DAMGO

DAMGO
DAMGO
IUPAC name
(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)
propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-
N-(2-hydroxyethyl)-3-phenylpropanamide
Other names
Ala2-MePhe4-Glyol5-Enkephalin, DAGO, DAMGE
Identifiers
CAS number 78123-71-4
PubChem 5462471
ChEMBL CHEMBL38874 YesY
IUPHAR ligand 1647
Jmol-3D images Image 1
Properties
Molecular formula C26H35N5O6
Molar mass 513.59 g mol−1
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

DAMGO ([D-Ala2, N-MePhe4, Gly-ol]-enkephalin) is a synthetic opioid peptide with high μ-opioid receptor specificity. It was synthesized as a biologically stable analog of δ-opioid receptor-preferring endogenous opioids, leu- and met-enkephalin.[1]

Its structure is H-Tyr-D-Ala-Gly-N-MePhe-Gly-OH.

DAMGO has been used in experimental settings for the possibility of alleviating or reducing opiate tolerance for patients under the treatment of an opioid. Such treatment on rats, adding DAMGO to morphine administration, showed that after seven days morphine had as much of an effect at the same dosage as the first day when administered together with DAMGO to the rats.[2]

References

  1. ^ Handa BK, Land AC, Lord JA, Morgan BA, Rance MJ, Smith CF. "Analogues of β-LPH61–64 possessing selective agonist activity at μ-opiate receptors." European Journal of Pharmacology. 1981 Apr 9;70(4):531-40. PMID 6263640. doi:10.1016/0014-2999(81)90364-2
  2. ^ http://www.unisci.com/stories/20021/0125025.htm Reducing Tolerance To Morphine Could Aid Pain Therapy. Endocytosis of the Mu Opioid Receptor Reduces Tolerance And a Cellular Hallmark of Opiate Withdrawal, A.K. Finn and J. Whistler, Neuron Vol. No. 32 [2001] 829-839
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