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  • Title: Synthesis and biological evaluation of phosphonic and thiophosphoric acid derivatives of lysophosphatidic acid.
    Author: Santos WL, Heasley BH, Jarosz R, Carter KM, Lynch KR, Macdonald TL.
    Journal: Bioorg Med Chem Lett; 2004 Jul 05; 14(13):3473-6. PubMed ID: 15177455.
    Abstract:
    Using an N-oleoyl ethanolamide scaffold, a series of phosphate polar head group analogues of LPA comprised of various alpha-substituted phosphonates and thiophosphates was prepared. In a broken cell GTP[gamma35S] binding assay, agonist activity was evaluated at the three LPA receptors of the endothelial differentiation gene (Edg) family. This study has resulted in the discovery of a nonhydrolyzable LPA1-selective agonist (11). Additionally, thiophosphate 19 bears an isosteric phosphate mimetic that confers agonism at the LPA1 receptor but not LPA2.
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