N-Acetilserotonin

Izvor: Wikipedia
N-Acetilserotonin
N-Acetylserotonin.png
N-Acetylserotonin-3D-sticks.png
IUPAC ime
Drugi nazivi N-acetil-5-hidroksitriptamin, N-acetil-5-HT
Identifikacija
CAS registarski broj 1210-83-9 YesY
PubChem[1][2] 903
ChemSpider[3] 879 YesY
MeSH N-Acetylserotonin N-Acetylserotonin
ChEBI 17697
ChEMBL[4] CHEMBL33103 YesY
Jmol-3D slike Slika 1
Svojstva
Molekulska formula C12H14N2O2
Molarna masa 218,252 g/mol

 YesY (šta je ovo?)   (verifikuj)

Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala

Infobox references

N-Acetilserotonin (NAS, normelatonin) je prirodni intermedijer u endogenoj produkciji melatonina iz serotonina.[5][6] On se formira iz serotonina posredstvom enzima aralkilaminska N-acetiltransferaza (AANAT) i konvertuje se u melatonin dejstvom acetilserotonin O-metiltransferaze (ASMT). Poput melatonina, NAS je agonist melatoninskih receptora MT1, MT2, i MT3, i može se smatrati neurotransmiterom.[7][8][9][10] Osim toga, NAS je prisutan u pojedinim oblastima mozga gde serotonin and melatonin nisu zastupljeni, iz čega sledi da on ima jedistvene uloge, i da nije samo prekurzor u sintezi melatonina.[7]

Reference[uredi - уреди]

  1. Li Q, Cheng T, Wang Y, Bryant SH (2010). "PubChem as a public resource for drug discovery.". Drug Discov Today 15 (23-24): 1052–7. doi:10.1016/j.drudis.2010.10.003. PMID 20970519.  edit
  2. Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). "Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities". Annual Reports in Computational Chemistry 4: 217–241. doi:10.1016/S1574-1400(08)00012-1. 
  3. Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). "Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining". J Cheminform 2 (1): 3. doi:10.1186/1758-2946-2-3. PMID 20331846.  edit
  4. Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). "ChEMBL: a large-scale bioactivity database for drug discovery". Nucleic Acids Res 40 (Database issue): D1100–7. doi:10.1093/nar/gkr777. PMID 21948594.  edit
  5. AXELROD J, WEISSBACH H (April 1960). "Enzymatic O-methylation of N-acetylserotonin to melatonin". Science 131 (3409): 1312. doi:10.1126/science.131.3409.1312. PMID 13795316. 
  6. WEISSBACH H, REDFIELD BG, AXELROD J (September 1960). "Biosynthesis of melatonin: enzymic conversion of serotonin to N-acetylserotonin". Biochimica et Biophysica Acta 43: 352–3. doi:10.1016/0006-3002(60)90453-4. PMID 13784117. 
  7. 7.0 7.1 Jang SW, Liu X, Pradoldej S, et al. (February 2010). "N-acetylserotonin activates TrkB receptor in a circadian rhythm". Proceedings of the National Academy of Sciences of the United States of America 107 (8): 3876. doi:10.1073/pnas.0912531107. PMC 2840510. PMID 20133677. 
  8. Zhao H, Poon AM, Pang SF (March 2000). "Pharmacological characterization, molecular subtyping, and autoradiographic localization of putative melatonin receptors in uterine endometrium of estrous rats". Life Sciences 66 (17): 1581–91. doi:10.1016/S0024-3205(00)00478-1. PMID 11261588. 
  9. Nonno R, Pannacci M, Lucini V, Angeloni D, Fraschini F, Stankov BM (July 1999). "Ligand efficacy and potency at recombinant human MT2 melatonin receptors: evidence for agonist activity of some mt1-antagonists". British Journal of Pharmacology 127 (5): 1288–94. doi:10.1038/sj.bjp.0702658. PMC 1566130. PMID 10455277. 
  10. Paul P, Lahaye C, Delagrange P, Nicolas JP, Canet E, Boutin JA (July 1999). "Characterization of 2-[125I]iodomelatonin binding sites in Syrian hamster peripheral organs". The Journal of Pharmacology and Experimental Therapeutics 290 (1): 334–40. PMID 10381796. 

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