123.130.221.191：建立内容为“{{DISPLAYTITLE:''N''-乙酰血清素}} {{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 462257090 | Name = N-乙酰血清…”的新页面

2021-07-21T18:33:17Z

建立内容为“{{DISPLAYTITLE:''N''-乙酰血清素}} {{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 462257090 | Name = N-乙酰血清…”的新页面

新页面

{{DISPLAYTITLE:''N''-[[乙酰]][[血清素]]}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 462257090
| Name = N-乙酰血清素 ({{lang|en|''N''-Acetylserotonin}})
| ImageFile = N-Acetylserotonin.png
| ImageSize =
| ImageFile2 = N-Acetylserotonin-3D-sticks.png
| IUPACName = ''N''-[2-(5-hydroxy-1''H''-indol-3-yl)ethyl]acetamide
| OtherNames = ''N''-acetyl-5-hydroxytryptamine, ''N''-acetyl-5-HT
| Section1 = {{Chembox Identifiers
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 1210-83-9
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 33103
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 17697
| PubChem = 903
| SMILES = CC(=O)NCCC1=CNC2=C1C=C(C=C2)O
| MeSHName = ''N''-Acetylserotonin
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 879
| 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)
| InChIKey = MVAWJSIDNICKHF-UHFFFAOYAX
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MVAWJSIDNICKHF-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
| Formula = C12H14N2O2
| MolarMass = 218.252 g/mol
| Appearance =
| Density = 1.268 g/mL
| MeltingPt =
| BoilingPt =
| Solubility =
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| Autoignition =
}}
}}

'''''N''-乙酰血清素'''（{{lang-en|''N''-Acetylserotonin}}，'''NAS'''，也作{{lang|en|normelatonin}}）是一种[[天然产物|天然存在]]的[[化合物]]，是从血清素到[[褪黑素]]的内源性合成的反应中间体<ref name="pmid13795316">{{cite journal | author = AXELROD J, WEISSBACH H | title = Enzymatic O-methylation of N-acetylserotonin to melatonin | journal = Science | volume = 131 | issue = 3409| page = 1312 | year = 1960 | month = April | pmid = 13795316 | doi = 10.1126/science.131.3409.1312| url = http://www.sciencemag.org/cgi/pmidlookup?view=long&pmid=13795316}}</ref><ref name="pmid13784117">{{cite journal | author = WEISSBACH H, REDFIELD BG, AXELROD J | title = Biosynthesis of melatonin: enzymic conversion of serotonin to N-acetylserotonin | journal = Biochimica et Biophysica Acta | volume = 43 | issue = | pages = 352–3 | year = 1960 | month = September | pmid = 13784117 | doi = 10.1016/0006-3002(60)90453-4| url = }}</ref>。它由血清素（又称为[[5-羟色胺]]）在[[N-乙酰基转移酶]]（AANAT）[[催化]]下与[[乙酰辅酶A]]反应产生，然后''N''-乙酰血清素再在{{link-en|乙酰血清素O-甲基转移酶|Acetylserotonin O-methyltransferase}}（ASMT）催化下被[[S-腺苷甲硫氨酸|''S''-腺苷甲硫氨酸]][[甲基化]]为褪黑素。和褪黑素一样，''N''-乙酰血清素也是{{le|褪黑素受体|melatonin receptor}}（{{le|褪黑素受体1A|Melatonin receptor 1A|MT1}}、{{le|褪黑素受体1B|Melatonin receptor 1B|MT2}}和{{le|褪黑素受体1C|Melatonin receptor 1C|MT3}}）的[[激动剂]]，并且可以被认为是一种[[神经递质]]。<ref name="pmid20133677">{{cite journal | author = Jang SW, Liu X, Pradoldej S, ''et al.'' | title = N-acetylserotonin activates TrkB receptor in a circadian rhythm | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 107| issue = 8| pages = 3876| year = 2010 | month = February | pmid = 20133677 | pmc = 2840510 | doi = 10.1073/pnas.0912531107 | url = http://www.pnas.org/cgi/pmidlookup?view=long&pmid=20133677}}</ref><ref name="pmid11261588">{{cite journal | author = Zhao H, Poon AM, Pang SF | title = Pharmacological characterization, molecular subtyping, and autoradiographic localization of putative melatonin receptors in uterine endometrium of estrous rats | journal = Life Sciences | volume = 66 | issue = 17 | pages = 1581–91 | year = 2000 | month = March | pmid = 11261588 | doi = 10.1016/S0024-3205(00)00478-1| url = http://linkinghub.elsevier.com/retrieve/pii/S0024320500004781}}</ref><ref name="pmid10455277">{{cite journal | author = Nonno R, Pannacci M, Lucini V, Angeloni D, Fraschini F, Stankov BM | title = Ligand efficacy and potency at recombinant human MT2 melatonin receptors: evidence for agonist activity of some mt1-antagonists | journal = [[British Journal of Pharmacology]] | volume = 127 | issue = 5 | pages = 1288–94 | year = 1999 | month = July | pmid = 10455277 | pmc = 1566130 | doi = 10.1038/sj.bjp.0702658 }}</ref><ref name="pmid10381796">{{cite journal | author = Paul P, Lahaye C, Delagrange P, Nicolas JP, Canet E, Boutin JA | title = Characterization of 2-[125I]iodomelatonin binding sites in Syrian hamster peripheral organs | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 290 | issue = 1 | pages = 334–40 | year = 1999 | month = July | pmid = 10381796 | doi = | url = http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=10381796}}</ref>

最近，NAS已经显示出作为一种有[[效力（药理学）|效力]]的TrkB[[受体激动剂]]，而血清素和[[褪黑激素]]并没有此种机制。<ref name="pmid20133677" /> 以"TrkB[[受体]]"为介导(TrkB-mediated)而产生出强劲的[[抗抑郁药|抗抑郁]]，[[神经]]保护(neuroprotection)和[[神经营养因子]]等效果。<ref name="pmid20133677" />

此外，光线照射抑制NAS的合成、和减少[[单胺]]氧化[[抑制剂]]的抗[[抑郁]]作用。<ref name="pmid20133677" /> 这些数据强烈支持NAS在调节情绪和引起[[抗抑郁药]]的治疗效益之作用。

通过目前未知的机制，NAS可能是[[姿位性低血压]]的引发因子、且以"单胺氧化抑制剂"({{lang|en|MAOIs}})作临床治疗。<ref name="pmid9503569">{{cite journal | author = Oxenkrug GF | title = [N-acetylserotonin and hypotensive effect of MAO-A inhibitors] | language = Russian | journal = Voprosy Meditsinskoi Khimii | volume = 43 | issue = 6 | pages = 522–6 | year = 1997 | pmid = 9503569 | doi = | url = }}</ref><ref name="pmid10591054" /> It reduces blood pressure in rodents, and pinealectomy (the pineal gland being a major site of NAS and melatonin synthesis) abolishes the hypotensive effects of clorgyline.<ref name="pmid9503569" /><ref name="pmid10591054" /> 为什么"姿位性低血压"常见与"单胺氧化抑制剂"(MAOIs)一起发生，而不与SSRIs(这两者均增加NAS级别)一起，而这方面并不清楚。

== 另见 ==
* [[褪黑素]]
* [[血清素]]

== 参考文献 ==

{{Reflist|2}}
{{-}}
{{神经递质}}
{{Melatonergics}}
{{色胺}}

{{DEFAULTSORT:Acetylserotonin, N-}}

[[Category:生物胺]] [[Category:抗氧化剂]] [[Category:昼夜节律]] [[Category:松果体激素]] [[Category:乙酰胺]] [[Category:酚]]
==参考来源==
*[http://zh.wikipedia.org/wiki/N-%E4%B9%99%E9%85%B0%E8%A1%80%E6%B8%85%E7%B4%A0 维基百科-N-乙酰血清素]

N-乙酰血清素 - 版本历史

123.130.221.191：建立内容为“{{DISPLAYTITLE:''N''-乙酰血清素}} {{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 462257090 | Name = N-乙酰血清…”的新页面