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

Joanna Gajewiak, Ryoko Tsukahara, Yuko Fujiwara, Gabor Tigyi, Glenn D. Prestwich

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

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 LPA1, LPA2, and LPA4 G-protein-coupled receptors, but antagonists for the LPA3 receptor and Inhibitors of autotaxin (ATX). Moreover, both analogues stimulate migration of Intestinal epithelial cells in a scratch wound assay.

Original languageEnglish (US)
Pages (from-to)1111-1114
Number of pages4
JournalOrganic letters
Volume10
Issue number6
DOIs
StatePublished - Mar 20 2008

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pharmacology
Cytology
biology
Cell Biology
Lysophosphatidic Acid Receptors
Pharmacology
analogs
acids
synthesis
G-Protein-Coupled Receptors
Assays
Epithelial Cells
inhibitors
Wounds and Injuries
proteins
lysophosphatidic acid

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis, pharmacology, and cell biology of sn-2-aminooxy analogues of lysophosphatidic acid. / Gajewiak, Joanna; Tsukahara, Ryoko; Fujiwara, Yuko; Tigyi, Gabor; Prestwich, Glenn D.

In: Organic letters, Vol. 10, No. 6, 20.03.2008, p. 1111-1114.

Research output: Contribution to journalArticle

Gajewiak, Joanna ; Tsukahara, Ryoko ; Fujiwara, Yuko ; Tigyi, Gabor ; Prestwich, Glenn D. / Synthesis, pharmacology, and cell biology of sn-2-aminooxy analogues of lysophosphatidic acid. In: Organic letters. 2008 ; Vol. 10, No. 6. pp. 1111-1114.
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