Chemistry:Adrenorphin

From HandWiki
Adrenorphin
Adrenorphin slim.svg
Names
IUPAC name
L-Tyrosylglycylglycyl-L-phenylalanyl-L-methionyl-L-arginyl-L-arginyl-L-valinamide
Identifiers
3D model (JSmol)
ChemSpider
Properties
C44H69N15O9S
Molar mass 984.18 g/mol
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
Tracking categories (test):

Adrenorphin, also sometimes referred to as metorphamide, is an endogenous, C-terminally amidated, opioid octapeptide (Tyr-Gly-Gly-Phe-Met-Arg-Arg-Val-NH2, YGGFMRRV-NH2) that is produced from proteolytic cleavage of proenkephalin A and is widely distributed throughout the mammalian brain.[1][2][3][4][5] It was named based on the fact that it was originally detected in human phaeochromocytoma tumour derived from the adrenal medulla, and was subsequently found in normal human and bovine adrenal medulla as well.[1] Adrenorphin exhibits potent opioid activity, acting as a balanced μ- and κ-opioid receptor agonist while having no effects on δ-opioid receptors.[2] It possesses analgesic and respiratory depressive properties.[6]

See also

References

  1. 1.0 1.1 "Novel C-terminally amidated opioid peptide in human phaeochromocytoma tumour". Nature 305 (5936): 721–3. 1983. doi:10.1038/305721a0. PMID 6633641. Bibcode1983Natur.305..721M. 
  2. 2.0 2.1 Weber E; Esch FS; Böhlen P et al. (December 1983). "Metorphamide: isolation, structure, and biologic activity of an amidated opioid octapeptide from bovine brain". Proceedings of the National Academy of Sciences of the United States of America 80 (23): 7362–6. doi:10.1073/pnas.80.23.7362. PMID 6316361. Bibcode1983PNAS...80.7362W. 
  3. "Regional distribution of metorphamide in rat and guinea pig brain". Biochemical and Biophysical Research Communications 122 (3): 892–8. August 1984. doi:10.1016/0006-291X(84)91174-4. PMID 6477570. 
  4. "Regional distribution of adrenorphin in rat brain: comparative study with PH-8P". Biochemical and Biophysical Research Communications 120 (3): 1030–6. May 1984. doi:10.1016/S0006-291X(84)80210-7. PMID 6732783. 
  5. "Adrenorphin immunoreactivity in rat brain". Neuropeptides 5 (4–6): 517–20. February 1985. doi:10.1016/0143-4179(85)90068-X. PMID 2860609. 
  6. Xu SF; Lu WX; Zhou KR et al. (April 1985). "The analgesic and respiratory depressant actions of metorphamide in mice and rabbits". Neuropeptides 6 (2): 121–31. doi:10.1016/0143-4179(85)90103-9. PMID 4000426.