This paper describes the regioselective production of palm‐based sorbitol monoesters via esterification catalyzed by Lipozyme^® TL IM (Thermomyces lanuginosus lipase adsorbed onto silica gel, Novozymes, Inc., Franklington, NC, USA). Effects of various reaction parameters including types of solvent, substrate molar ratio, molecular sieve and lipase concentration, temperature, reaction time, and fatty acid chain length were investigated. Approximately 76% conversion of sorbitol to sorbitol esters was achieved within 24 h under optimal conditions: sorbitol (0.4 M), fatty acid (0.8 M), 20 wt% Lipozyme^® TL IM in 100 mL tert‐butanol at 55 °C for 24 h in the presence of 25 wt% 3 Å molecular sieve as water absorbent. The reactions were conducted in an orbital incubator shaker at a shaking rate of 200 rpm. Lipozyme^® TL IM was highly regioselective, esterifying exclusively at sorbitol's primary hydroxyl groups, producing 1‐O‐ and 6‐O‐sorbitol monoesters. The biocatalyst also exhibited substrate selectivity toward shorter chain acyl donors, with caprylic acid exhibiting the highest conversion of sorbitol. In addition, Lipozyme^® TL IM was reused up to four successive reaction cycles without significant loss of activity. The biocatalytic process reported in this paper is a one‐step process to produce biobased surfactants that does not involve the use of toxic or expensive solvents that are commonly employed for derivatization of sugars, or pre‐derivatization of the substrates molecules.

中文翻译：

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非水介质中羊毛寡糖嗜热菌的脂肪酶区域选择性合成棕榈基山梨糖醇酯作为生物基表面活性剂

本文描述了区域选择性生产的基于棕榈的山梨糖醇单酯的通过酯化由催化的Lipozyme ^® TL IM（细毛嗜热霉脂肪酶吸附到硅胶上，诺维信公司，Franklington，NC，USA）。研究了各种反应参数的影响，包括溶剂类型，底物摩尔比，分子筛和脂肪酶浓度，温度，反应时间和脂肪酸链长。山梨糖醇（0.4M），脂肪酸（0.8 M），20重量％的Lipozyme：山梨糖醇，以山梨糖醇酯的最佳条件下在24小时内达到约76％的转化率^® TL IM在100mL叔丁醇在55°C的条件下在25 wt％3Å分子筛作为吸水剂的情况下放置24小时。反应在轨道培养箱振荡器中以200rpm的振荡速率进行。的Lipozyme ^® TL IM是高度选择性，独家山梨糖醇的伯羟基基团酯化，生成1- ö -和6- ø -山梨醇单酯。该生物催化剂还表现出对短链酰基供体的底物选择性，辛酸表现出最高的山梨醇转化率。此外，的Lipozyme ^®TL IM可重复使用多达四个连续的反应周期，而不会显着降低活性。本文报道的生物催化过程是一步生产生物基表面活性剂的过程，该过程不涉及使用有毒或昂贵的溶剂（通常用于糖的衍生化或底物分子的预衍生化）。