N-Acetilserotonin
| N-Acetilserotonin | |||
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| IUPAC ime |
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| Drugi nazivi | N-acetil-5-hidroksitriptamin, N-acetil-5-HT | ||
| Identifikacija | |||
| CAS registarski broj | 1210-83-9 
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| PubChem[1][2] | 903 | ||
| ChemSpider[3] | 879
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| MeSH | |||
| ChEBI | 17697 | ||
| ChEMBL[4] | CHEMBL33103
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| Jmol-3D slike | Slika 1 | ||
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| Svojstva | |||
| Molekulska formula | C12H14N2O2 | ||
| Molarna masa | 218,252 g/mol | ||
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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]
- ↑ 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.
- ↑ 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.
- ↑ 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.
- ↑ 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.
- ↑ 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.
- ↑ 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.
- ↑ 7,0 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.
- ↑ 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.
- ↑ 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.
- ↑ Paul P, Lahaye C, Delagrange P, Nicolas JP, Canet E, Boutin JA (July 1999). „Characterization of 2-[125Iiodomelatonin binding sites in Syrian hamster peripheral organs”]. The Journal of Pharmacology and Experimental Therapeutics 290 (1): 334–40. PMID 10381796. Arhivirano iz originala na datum 2019-12-15. Pristupljeno 2014-04-12.
