Enzymatic acylation: assessing the greenness of different acyl donors
Enzymatic acylation: assessing the greenness of different acyl donors
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DOI：
10.1039/c1gc15576h
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发表时间：
2011-01-01
期刊：
影响因子：
9.8
通讯作者：
Hanefeld, Ulf
中科院分区：
文献类型：
--
作者：
Paravidino, Monica;Hanefeld, Ulf
水解酶催化的醇的酯化反应是当今有机化学中最成熟的酶促转化反应，沿着相应的酯水解反应。多年来，已经提出了各种不同的酰基供体来克服醇和酸缩合的主要限制，即不利的平衡。本综述旨在筛选不同酰基供体的实际应用数量，并评估其中应用最多的“绿色”（或缺乏绿色）。实际上，使用酶催化酯化反应通常被认为足以将整个转化定义为“绿色”。然而，如果酰基供体对整个过程的贡献被忽视，这个定义很容易被误解，这是经常发生的情况。为了填补这一空白，这方面的贡献评估的优势和劣势的酰基捐助者，并评估其绿色凭据使用一个有效的工具，在战略规划，优势-劣势-机会-威胁（SWOT）分析。计算的原子经济性和E-因子的代表性酰化涉及每个捐助者，以及分析每个过程的遵守绿色化学的十二个原则。
The hydrolase-catalyzed esterification of alcohols is the best established enzymatic transformation in today's organic chemistry, along with the corresponding ester hydrolysis. Over the years, various different acyl donors have been proposed to overcome the major limitation of the condensation of an alcohol and an acid, the unfavourable equilibrium. This review aims at screening the actual number of applications of the different acyl donors, and at assessing the "greenness" (or lack thereof) of the most applied among them. Indeed, the use of an enzyme to catalyze an esterification is often regarded as sufficient to define the whole transformation as "green". However, this definition can easily be misinterpreted if the contribution of the acyl donor to the overall process is overlooked, as is often the case. Aiming at filling this gap, this contribution evaluates the advantages and disadvantages of the acyl donors, and assesses their green credentials using an efficient tool in strategic planning, a strengths-weaknesses-opportunities-threats (SWOT) analysis. A calculation of the atom economy and E-factor for representative acylations involving each donor is included, as well as an analysis of the adherence of each process to the twelve principles of Green Chemistry.