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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