Phosphomimetic sulfonamide and sulfonamidoxy analogues of (Lyso)phosphatidic acid

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• 作者：Joanna Gajewiak and Glenn D. Prestwich
• 关键词：Stereoselective phospholipid synthesis ; Aminooxy group ; Trifluoromethanesulfonamide ; Trifluoromethanesulfonamidoxy ; G-protein coupled receptor
• 刊名：Tetrahedron Letters
• 出版年：2006
• 出版时间：23 October 2006
• 年：2006
• 卷：47
• 期：43
• 页码：7607-7609
• 全文大小：111 K

文摘

Lysophosphatidic acid (LPA) and phosphatidic acid (PA) are potent bioactive lipid mediators of signal transduction and are inactivated by phosphatases. To obtain receptor-isoform selective ligands with neutral phosphomimetic head groups, we performed the stereoselective synthesis of LPA and PA analogues with trifluoromethanesulfonamide and trifluoromethanesulfonamidoxy moieties replacing the phosphomonoester.