Enzyme-Catalyzed Oxidation of 5-Hydroxymethylfurfural to Furan-2,5-dicarboxylic Acid
Enzyme-Catalyzed Oxidation of 5-Hydroxymethylfurfural to Furan-2,5-dicarboxylic Acid
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DOI：
10.1002/anie.201402904
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发表时间：
2014-06-01
影响因子：
16.6
通讯作者：
Fraaije, Marco W.
中科院分区：
文献类型：
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作者：
Dijkman, Willem P.;Groothuis, Daphne E.;Fraaije, Marco W.
呋喃-2，5-二羧酸（FDCA）是一种用于生产聚合物的生物基平台化学品。在过去的几年中，已经报道了通过氧化5-羟甲基糠醛（HMF）合成FDCA的许多多步化学路线。最近，我们确定了一种FAD依赖性酶，它对HMF和相关化合物具有活性。该氧化酶具有将[5-（羟甲基）呋喃-2-基]甲醇氧化成FDCA的显著能力，该反应涉及四个连续氧化。该氧化酶可以在环境温度和压力下以高产率从HMF生产FDCA。对潜在机制的检查表明，氧化酶仅作用于醇基团，并且取决于醛的水合以进行形成FDCA所需的氧化反应。
Furan-2,5-dicarboxylic acid (FDCA) is a biobased platform chemical for the production of polymers. In the past few years, numerous multistep chemical routes have been reported on the synthesis of FDCA by oxidation of 5-hydroxymethylfurfural (HMF). Recently we identified an FAD-dependent enzyme which is active towards HMF and related compounds. This oxidase has the remarkable capability of oxidizing [5-(hydroxymethyl) furan-2-yl] methanol to FDCA, a reaction involving four consecutive oxidations. The oxidase can produce FDCA from HMF with high yield at ambient temperature and pressure. Examination of the underlying mechanism shows that the oxidase acts on alcohol groups only and depends on the hydration of aldehydes for the oxidation reaction required to form FDCA.