4.8 Article

Synthesis, pharmacology, and cell biology of sn-2-aminooxy analogues of lysophosphatidic acid

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ORGANIC LETTERS
卷 10, 期 6, 页码 1111-1114

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AMER CHEMICAL SOC
DOI: 10.1021/ol7030747

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  1. NCI NIH HHS [R01 CA092160-09, R01 CA092160, CA 921160] Funding Source: Medline
  2. NHLBI NIH HHS [R01 HL061469, HL 61469] Funding Source: Medline
  3. NINDS NIH HHS [NS 29632, R01 NS029632] Funding Source: Medline

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An efficient enantioselective synthesis of sn-2-aminooxy (AO) analogues of lysophosphatidic acid (LPA) that possess palmitoyl and oleoyl acyl chains is presented. Both sn-2-AO LPA analogues are agonists for the LPA(1), LPA(2), and LPA(4) G-protein-coupled receptors, but antagonists for the LPA(3) receptor and inhibitors of autotaxin (ATX). Moreover, both analogues stimulate migration of intestinal epithelial cells in a scratch wound assay.

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