通过一种新型的化学酶法，全合成 2-O-花生四烯酰基-1-O-硬脂酰基-sn-甘油-3-磷酸胆碱-1,3,1'-(13)C3 和 -2,1'-(13)C2。
The total synthesis of 2-O-arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine-1,3,1'-(13)C3 and -2,1'-(13)C2 by a novel chemoenzymatic method.
机构信息
Center for Drug Discovery, Northeastern University, 116 Mugar Life Sciences Building, 360 Huntington Avenue, Boston, MA 02115, USA.
出版信息
Chem Phys Lipids. 2010 Jan;163(1):102-9. doi: 10.1016/j.chemphyslip.2009.08.001.
Abstract
2-O-Arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine was synthesized with carbon-13 enrichment of the three glycerol carbons and the carbonyl of the stearoyl group. Phospholipase A(2) was utilized to give optically pure lyso-PC, and only 3% acyl migration occurred during reacylation with arachidonic acid anhydride. This phospholipid is an important biosynthetic precursor of arachidonic acid metabolites as well as the endocannabinoid 2-arachidonoylglycerol (2-AG), and is now available for NMR studies.
摘要
2-O-二十二碳烯酰基-1-O-硬脂酰基-sn-甘油-3-磷酸胆碱经碳-13 同位素富集三个甘油碳和硬脂酰基的羰基合成。利用磷脂酶 A(2)生成光学纯溶血磷脂酰胆碱，在与花生四烯酸酐重新酰化时只有 3%的酰基迁移。这种磷脂是花生四烯酸代谢物以及内源性大麻素 2-花生四烯酸甘油（2-AG）的重要生物合成前体，现已可用于 NMR 研究。
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The total synthesis of 2-O-arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine-1,3,1'-(13)C3 and -2,1'-(13)C2 by a novel chemoenzymatic method.通过一种新型的化学酶法，全合成 2-O-花生四烯酰基-1-O-硬脂酰基-sn-甘油-3-磷酸胆碱-1,3,1'-(13)C3 和 -2,1'-(13)C2。
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