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首页> 外文期刊>New biotechnology >Thermodynamically based solvent design for enzymatic saccharide acylation with hydroxycinnamic acids in non-conventional media
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Thermodynamically based solvent design for enzymatic saccharide acylation with hydroxycinnamic acids in non-conventional media

机译：基于热力学的溶剂设计，用于非常规介质中用羟基肉桂酸酶促糖基酰化

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摘要

Enzyme-catalyzed synthesis has been widely studied with lipases (EC 3.1.1.3), but feruloyl esterases (FAEs; EC 3.1.1.73) may provide advantages such as higher substrate affinity and regioselectivity in the synthesis of hydroxycinnamate saccharide esters. These compounds are interesting because of their amphiphilicity and antioxidative potential. Synthetic reactions using mono- or disaccharides as one of the substrates may moreover direct new routes for biomass upgrading in the biorefinery. The paper reviews the available data for enzymatic hydroxycinnamate saccharide ester synthesis in organic solvent systems as well as other enzymatic hydroxycinnamate acylations in ionic liquid systems. The choice of solvent system is highly decisive for enzyme stability, selectivity, and reaction yields in these synthesis reactions. To increase the understanding of the reaction environment and to facilitate solvent screening as a crucial part of the reaction design, the review explores the use of activity coefficient models for describing these systems and – more importantly – the use of group contribution model UNIFAC and quantum chemistry based COSMO-RS for thermodynamic predictions and preliminary solvent screening. Surfactant-free microemulsions of a hydrocarbon, a polar alcohol, and water are interesting solvent systems because they accommodate different substrate and product solubilities and maintain enzyme stability. Ionic liquids may provide advantages as solvents in terms of increased substrate and product solubility, higher reactivity and selectivity, as well as tunable physicochemical properties, but their design should be carefully considered in relation to enzyme stability. The treatise shows that thermodynamic modeling tools for solvent design provide a new toolbox to design enzyme-catalyzed synthetic reactions from biomass sources.
机译：酶催化的合成已被脂肪酶（EC 3.1.1.3）广泛研究，但阿魏酸酯酶（FAEs; EC 3.1.1.73）在羟基肉桂酸酯糖酯的合成中可能具有较高的底物亲和力和区域选择性等优点。这些化合物具有两亲性和抗氧化潜力，因此很有趣。此外，使用单糖或二糖作为底物之一的合成反应可能会为生物精炼厂中生物质提质提供新的途径。本文综述了有机溶剂体系中酶促羟基肉桂酸酯糖酯合成以及离子液体体系中其他酶促羟基肉桂酸酯酰化反应的可用数据。在这些合成反应中，溶剂体系的选择对酶的稳定性，选择性和反应产率具有决定性的作用。为了加深对反应环境的理解并促进溶剂筛选，将其作为反应设计的关键部分，本综述探索了使用活度系数模型来描述这些系统，以及更重要的是，使用了基团贡献模型UNIFAC和量子化学基于COSMO-RS的热力学预测和初步溶剂筛选。烃，极性醇和水的无表面活性剂微乳液是有趣的溶剂系统，因为它们可容纳不同的底物和产物溶解度并保持酶稳定性。离子液体在增加底物和产物的溶解度，更高的反应性和选择性以及可调节的理化特性方面可以提供作为溶剂的优势，但是在酶稳定性方面应仔细考虑其设计。该论文表明，用于溶剂设计的热力学建模工具提供了一个新的工具箱，可以设计来自生物质来源的酶催化合成反应。

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