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Phosphomimetic sulfonamide and sulfonamidoxy analogues of (Lyso)phosphatidic acid
Authors:Joanna Gajewiak
Institution:Department of Medicinal Chemistry, The University of Utah, 419 Wakara Way, Suite 205, Salt Lake City, UT 84108-1257, United States
Abstract: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.
Keywords:Stereoselective phospholipid synthesis  Aminooxy group  Trifluoromethanesulfonamide  Trifluoromethanesulfonamidoxy  G-protein coupled receptor
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