Sugiura T, Kondo S, Sukagawa A, Tonegawa T, Nakane S, Yamashita A, Waku K
Faculty of Pharmaceutical Sciences, Teikyo University, Kanagawa, Japan.
J Lipid Mediat Cell Signal. 1996 Sep;14(1-3):51-6. doi: 10.1016/0929-7855(96)00508-1.
The effects of N-arachidonoylethanolamine (anandamide) and related compounds on the binding of [3H]CP55940 to rat brain synaptosomes were examined. Anandamide was shown to inhibit competitively the specific binding of [3H]CP55940 to synaptosomal membranes. The Ki value was 89 nM. In contrast, N-acylethanolamines containing saturated or monoenoic fatty acids did not exhibit high binding affinity. Several structural analogues of anandamide showed some binding activity. Among them, 2-arachidonoylglycerol is noteworthy because of its occurrence in mammalian tissues. A biosynthetic study indicated that anandamide can be synthesized via two separate synthetic pathways. The first is synthesis from free arachidonic acid and ethanolamine, and the second is the formation of N-arachidonoyl phosphatidylethanolamine (PE) from diarachidonoyl phospholipids and PE and the subsequent enzymatic release of N-arachidonoylethanolamine. The latter pathway appears to explain very well the fatty acid composition of N-acylethanolamines present in mammalian tissues.
研究了N-花生四烯酰乙醇胺（花生四烯酸乙醇胺）及相关化合物对[3H]CP55940与大鼠脑突触体结合的影响。结果表明，花生四烯酸乙醇胺能竞争性抑制[3H]CP55940与突触体膜的特异性结合。其Ki值为89 nM。相比之下，含有饱和或单不饱和脂肪酸的N-酰基乙醇胺未表现出高结合亲和力。花生四烯酸乙醇胺的几种结构类似物显示出一定的结合活性。其中，2-花生四烯酰甘油因其在哺乳动物组织中的存在而值得关注。一项生物合成研究表明，花生四烯酸乙醇胺可通过两条独立的合成途径合成。第一条是由游离花生四烯酸和乙醇胺合成，第二条是由二花生四烯酰磷脂和磷脂酰乙醇胺形成N-花生四烯酰磷脂酰乙醇胺（PE），随后经酶促释放出N-花生四烯酰乙醇胺。后一条途径似乎很好地解释了哺乳动物组织中N-酰基乙醇胺的脂肪酸组成。
