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脂肪酶催化和硫醇迈克尔加成:合成新型表面活性糖酯的相关关联。

Lipase catalysis and thiol-Michael addition: a relevant association for the synthesis of new surface-active carbohydrate esters.

机构信息

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.

出版信息

Carbohydr Res. 2011 Oct 18;346(14):2121-5. doi: 10.1016/j.carres.2011.07.011. Epub 2011 Jul 21.

DOI:10.1016/j.carres.2011.07.011
PMID:21820104
Abstract

A novel class of surface-active carbohydrate esters is prepared by a two-step strategy that takes advantage of the selectivity of enzymatic catalysis and the versatility of the thiol-Michael addition reaction. The surfactant performance of the produced aliphatic, fluorinated and silicon based sugar esters are evaluated by surface tension measurements. The novel thiolated mannose, made available in this work, appears as a powerful building block for the incorporation of unprotected sugar moieties into complex molecules.

摘要

一类新型的表面活性糖酯是通过两步策略制备的,该策略利用了酶催化的选择性和硫醇迈克尔加成反应的多功能性。通过表面张力测量评估了所制备的脂肪族、氟化和硅基糖酯的表面活性剂性能。本工作中获得的新型巯基化甘露糖可作为将未保护的糖部分引入复杂分子中的有力构建块。

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