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

Author:
Shimanouchi, Toshinori, Kitagawa, Yuki, Kimura, Yukitaka
Source:
Journal of bioscience and bioengineering 2019 v.128 no.2 pp. 198-202
ISSN:
1389-1723
Subject:
case studies, gels, stereoselectivity
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.
Agid:
6293651