The preparation of 2-O-[1'-C]arachidonoyl-1-O-stearoyl-sn-glycerol.

The preparation of 2-O-[1'-C]arachidonoyl-1-O-stearoyl-sn-glycerol.
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DOI:
10.1002/jlcr.1609
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发表时间:
2009-06-01
影响因子:
1.8
通讯作者:
Johnston, Meghan
Johnston, Meghan
中科院分区:
医学4区
文献类型:
--
作者:
Duclos, Richard I., Jr.;Gatley, S. John;Bhatt, Shachi R.;Johnston, Meghan

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2-O-Arachidonoyl-1-O-stearoyl-sn-glycerol is the most abundant molecular species of the 1,2-diacyl-sn-glycerol signaling lipids in neural tissue. The facile preparation of 2-O-[1’-14C]arachidonoyl-1-O-stearoyl-sn-glycerol from 2-O-[1’-14C]arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine at a hexane and phosphate buffer interface with phospholipase C was demonstrated on a 20 µCi scale in 83% radiochemical yield. The specific activity of the product 2-O-[1’-14C]arachidonoyl-1-O-stearoyl-sn-glycerol was 57.0 mCi/mmol and the radiochemical purity was determined to be >99% by TLC. The hydrolysis of this lipid biosynthetic intermediate with lipoprotein lipase was shown to produce 2-O-[1’-14C]arachidonoylglycerol (2-AG). The 14C-radiolabeled monoacylglycerol 2-AG is an endogenous cannabinoid receptor-signaling molecule (endocannabinoid).
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