Synthesis of the (9R,13R)-isomer of LDS1, a flower-inducing oxylipin isolated from Lemna paucicostata

Yuki Takayasu, Yusuke Ogura, Ryo Towada, Shigefumi Kuwahara

    Research output: Contribution to journalArticlepeer-review

    3 Citations (Scopus)

    Abstract

    The first synthesis of the (9R,13R)-stereoisomer of LDS1, a flower-inducing oxylipin isolated from Lemna paucicostata, has been achieved from a known allylic alcohol by a seven-step sequence that involves the Horner-Wadsworth-Emmons olefination to construct its full carbon framework and an enzymatic hydrolysis of a penultimate methyl ester intermediate to provide the target molecule.

    Original languageEnglish
    Pages (from-to)1459-1463
    Number of pages5
    JournalBioscience, Biotechnology and Biochemistry
    Volume80
    Issue number8
    DOIs
    Publication statusPublished - 2016

    Keywords

    • Enzymatic hydrolysis
    • Flower induction
    • LDS1
    • Oxylipin
    • Total synthesis

    ASJC Scopus subject areas

    • Biotechnology
    • Analytical Chemistry
    • Biochemistry
    • Applied Microbiology and Biotechnology
    • Molecular Biology
    • Organic Chemistry

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