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Reinforcing effect of bi- and tri-cyclopolyprenols on ‘primitive’ membranes made of polyprenyl phosphates
Authors:Nigel Ribeiro  Denis Heissler  Anne Marie Albrecht-Gary  Mari Gotoh  Yoichi Nakatani  Guy Ourisson
Institution:a Centre de Neurochimie, Institut de Chimie LC3-UMR 7177, Université Louis Pasteur—CNRS, 5 rue Blaise Pascal, 67084 Strasbourg, France
b Laboratoire de Physicochimie Bioorganique, Ecole Européenne de Chimie, Polymères et Matériaux, UMR 7509 CNRS, 25 rue Becquerel, 67200 Strasbourg, France
c Faculty of Science, Ochanomizu University, 2-1-1 Ohtsuka, Bunkyo-ku, Tokyo 112-8610, Japan
Abstract:Cholesterol plays the role of membrane reinforcer in eukaryotes, whereas hopanoids play the same role in bacteria. Which components could have reinforced ‘primitive’ membranes? We describe here an efficient biomimetic synthesis of bi- and tri-cyclopolyprenols and demonstrate that these compounds reinforce the membranes of polyprenyl phosphate, which we speculated as ‘primitive’ membranes.
Keywords:Membranes  Lipids  Biomimetic synthesis  Terpenes
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