Application of liposome membrane as the reaction field: A case study using the Horner–Wadsworth–Emmons reaction

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    Abstract

    The properties of the liposome membrane as a reaction field were investigated by focusing on the Horner–Wadsworth–Emmons reaction as a case study. Use of the liposomes existing in the gel phase resulted in the enhanced activity of the substrates and furnished the products with same E/Z stereoselectivity as in the liposome-free system. The membrane environment in the gel phase most likely assisted the formation of adducts that induced selective generation of the E-isomer. The possible role of liposomes is to assist the proton removal from the reactant, rather than providing the basic interfacial environment.

    Original languageEnglish
    Pages (from-to)198-202
    Number of pages5
    JournalJournal of Bioscience and Bioengineering
    Volume128
    Issue number2
    DOIs
    Publication statusPublished - Aug 2019

    Keywords

    • Horner–Wadsworth–Emmons reaction
    • Liposome
    • Phospholipid
    • Reaction field
    • Stereochemistry

    ASJC Scopus subject areas

    • Biotechnology
    • Bioengineering
    • Applied Microbiology and Biotechnology

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