| N-Acetilserotonin |
 |
 |
| IUPAC ime |
N-[2-(5-hidroksi-1H-indol-3-il)etil]acetamid
|
| Drugi nazivi |
N-acetil-5-hidroksitriptamin, N-acetil-5-HT |
| Identifikacija |
| CAS registarski broj |
1210-83-9  Y |
| PubHem |
903 |
| HemPauk |
879 Y |
| MeSH |
N-Acetylserotonin N-Acetylserotonin |
| ChEBI |
17697 |
| SMILES |
CC(=O)NCCC1=CNC2=C1C=C(C=C2)O
|
| InChI |
1/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
|
| Svojstva |
| Molekulska formula |
C12H14N2O2 |
| Molarna masa |
218,252 g/mol |
|
 Y (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.[1][2] 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.[3][4][5][6] 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 prekursor u sintezi melatonina.[3]
Reference [уреди]
- ^ 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.
- ^ а б 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.
Vidi još [уреди]
