✍ Scribed by Richard I. Duclos Jr; S. John Gatley; Shachi R. Bhatt; Meghan Johnston
No coin nor oath required. For personal study only.
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′‐^14^C]arachidonoyl‐1‐O‐stearoyl‐sn‐glycerol from 2‐O‐[1′‐^14^C]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′‐^14^C]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′‐^14^C]arachidonoylglycerol (2‐AG). The ^14^C‐radiolabeled monoacylglycerol 2‐AG is an endogenous cannabinoid receptor‐signaling molecule (endocannabinoid). Copyright © 2009 John Wiley & Sons, Ltd.
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