94421-68-8
基本信息
內(nèi)源性大麻素
花生四烯酸乙醇胺
花生四烯酰乙醇胺
花生四烯酰乙醇酰胺(在乙醇中)
花生四烯酸-N-(羥乙基)酰胺
花生四烯醇乙醇酰胺 (IN ETHANOL)
(5Z,8Z,11Z,14Z)-N-(2-羥基乙基)二十-5,8,11,14-四烯酰胺
ANANDAMIDE
anandamide(20.4,n-6)
ANANDAMIDE/AEA Powder
ARACHIDONYLETHANOLAMIDE
ARACHIDONOYL ETHANOLAMIDE
Anandamide CAS 94421 68 8
N-ARACHIDONOYLETHANOLAMINE
Anandamide(inTocrisolveTM100)
Anandamide (in Tocrisolve 100)
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
常見問題列表
花生四烯酸乙醇胺是人類發(fā)現(xiàn)的第一個內(nèi)源性大麻素類似物,近年來,關(guān)于花生四烯酸乙醇胺含量的改變和疾病之間的關(guān)系的文獻(xiàn)報道越來越多,有研究者認(rèn)為,大麻受體內(nèi)源性主要配體花生四烯酸乙醇胺在許多疾病中可能扮演了疾病前兆性指示物或疾病發(fā)生標(biāo)志物的角色。
將富含花生四烯酸的微生物藻油(花生四烯酸含量43.69%,其他包含的脂肪酸有6.68%棕櫚酸、5.81%硬脂酸、5.95%油酸、8.93%亞油酸、2.27%亞麻酸、4.2%花生三烯酸、3.2%山崳酸、10.62%木焦油酸等)與單乙醇胺進(jìn)行酰胺化反應(yīng)。其中微生物藻油與單乙醇胺的摩爾比為1:3,按照質(zhì)量體積比為1:1添加反應(yīng)介質(zhì)(正己烷:無水乙醇=1:1,v/v),0.3%的甲醇鈉的甲醇溶液作為堿性催化劑,在25℃下攪拌反應(yīng)2.5h,結(jié)束反應(yīng)。經(jīng)HPLC分析,脂肪酸乙醇酰胺含量為62.5%。按照尿素:95%乙醇=1:2(m/v)于70℃下加熱回流,待尿素完全溶解后,按混合脂肪酸單乙醇酰胺:尿素=1:2(m/m)加入脂肪酸單乙醇酰胺,繼續(xù)回流至溶液變澄清透明,停止反應(yīng)并自然冷卻至室溫。然后在-40℃下脲包12h,取出后迅速抽濾分離,并用乙醇洗滌結(jié)晶物2~3次,合并濾液,移至分液漏斗,再加入無水乙醚和熱水,輕輕震蕩,充分萃取幾次,靜置分層。得到水相為尿素溶液,經(jīng)一次低溫結(jié)晶,濾液濃縮后二次結(jié)晶可得到尿素晶體回收干燥利用。合并有機(jī)相,用無水Na2SO4干燥,旋蒸去除溶劑,得到較高純度的花生四烯酸乙醇胺。所得花生四烯酸乙醇胺純度從42.17%提高到63.18%。
CB1
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CB2
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GPR18/GPR55
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Human Endogenous Metabolite
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Anandamide, acting via CB2 receptors, alleviates lipopolysaccharide (LPS)-induced neuroinflammation in rat primary microglial cultures. The endocannabinoid system modulates both neuronal and immune functions through two protein-coupled cannabinoid receptors (CB1 and CB2), although endocannabinoids, especially Anandamide (AEA), can activate numerous other receptors like PPARS, TRPV1, and GPR18/GPR55.
Anandamide is an endocannabinoid binding both CB1R and CB2R. To evaluate the impact of CBR activation on whole-body glucose homeostasis, glucose tolerance is assessed after a single intraperitoneal Anandamide injection (10 mg/kg). The increase in glycemia in response to glucose ingestion is considerably smaller in mice treated with Anandamide compared with control, and this is associated with an improvement of glucose tolerance as illustrated by the AUC 0-2h calculations.