Enzymatic synthesis and surface active properties of novel hemifluorinated mannose esters.

Carbohydr Res

Center for Education and Research on Macromolecules, University of Liege, Chemistry Institute, Sart-Tilman, Allée de la Chimie 3, Bat B6a, B-4000 Liege, Belgium.

Published: July 2011

AI Article Synopsis

  • This study introduces a novel method for esterifying sugars with hemifluorinated acid derivatives, utilizing lipases for the process.
  • A variety of mannose derivatives with fluorinated chains of varying lengths were successfully created, achieving moderate yield.
  • The hemifluorinated mannose esters showed superior surface-active properties, effectively reducing water's surface tension compared to similar compounds with non-fluorinated chains.

Article Abstract

The lipase-catalysed esterification of sugars with hemifluorinated acid derivatives is reported for the first time. A series of mannose modified derivatives having fluorinated chains with different length have been prepared accordingly in moderate yield. A preliminary evaluation of the surface active properties of these hemifluorinated mannose esters revealed their ability to reduce the surface tension of water much more efficiently than their aliphatic counterparts.

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http://dx.doi.org/10.1016/j.carres.2011.04.004DOI Listing

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