DAMGO

DAMGO
Names
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
78123-71-4 YesY
3D model (Jmol) Interactive image
ChEMBL ChEMBL38874 YesY
ChemSpider 4575423 N
1647
PubChem 5462471
Properties
C26H35N5O6
Molar mass 513.60 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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. Whereas a separate control group of rats that were administered the same dosage of morphine over the course of the same week, but without DAMGO, displayed an increased tolerance and lessened analgesic efficacy toward the end of that week.[2][3][4]

See also

References

  1. Handa, Balraj K.; Lane, Anthony C.; Lord, John A.H.; Morgan, Barry A.; Rance, Michael J.; Smith, Colin F.C. (1981). "Analogues of β-LPH61–64 posessing selective agonist activity at μ-opiate receptors". European Journal of Pharmacology. 70 (4): 531. doi:10.1016/0014-2999(81)90364-2. PMID 6263640.
  2. "Reducing Tolerance To Morphine Could Aid Pain Therapy".
  3. A.K. Finn and J. Whistler (2001). "Endocytosis of the Mu Opioid Receptor Reduces Tolerance And a Cellular Hallmark of Opiate Withdrawal". Neuron. 32 (5): 829–839.
  4. He, Li; Fong, Jamie; von Zastrow, Mark; Whistler, Jennifer L (2002). "Regulation of Opioid Receptor Trafficking and Morphine Tolerance by Receptor Oligomerization". Cell. 108 (2): 271. doi:10.1016/S0092-8674(02)00613-X. PMID 11832216.



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