Furfurylamines from biomass: transaminase catalysed upgrading of furfurals
Furfurylamines from biomass: transaminase catalysed upgrading of furfurals
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DOI：
10.1039/c6gc02241c
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发表时间：
2017-01-21
期刊：
影响因子：
9.8
通讯作者：
Hailes, Helen C.
中科院分区：
文献类型：
--
作者：
Dunbabin, Alice;Subrizi, Fabiana;Hailes, Helen C.
糠醛被认为是生产溶剂、塑料、树脂和燃料添加剂的有吸引力的平台分子。糠胺作为生物聚合物合成中的单体和用于制备生物活性化合物具有许多应用，尽管由于副产物形成和呋喃环对还原条件的敏感性，通过传统合成路线的制备并不简单。在这项工作中，转氨酶（TAms）已被研究作为一种温和的可持续的方法，用于糠醛和衍生物的胺化，以获得糠胺。用最近报道的比色测定法进行的初步筛选强调了一系列糠醛容易被几种转氨酶接受，然后研究了不同胺供体的使用。需要多步合成路线来合成糠胺衍生物以用作分析标准品，突出了使用一步生物催化路线的益处。为了证明使用TAms生产糠醛的潜力，然后在制备规模上研究所选化合物的胺化。
Furfural is recognised as an attractive platform molecule for the production of solvents, plastics, resins and fuel additives. Furfurylamines have many applications as monomers in biopolymer synthesis and for the preparation of pharmacologically active compounds, although preparation via traditional synthetic routes is not straightforward due to by-product formation and sensitivity of the furan ring to reductive conditions. In this work transaminases (TAms) have been investigated as a mild sustainable method for the amination of furfural and derivatives to access furfurylamines. Preliminary screening with a recently reported colorimetric assay highlighted that a range of furfurals were readily accepted by several transaminases and the use of different amine donors was then investigated. Multistep synthetic routes were required to synthesise furfurylamine derivatives for use as analytical standards, highlighting the benefits of using a one step biocatalytic route. To demonstrate the potential of using TAms for the production of furfurals, the amination of selected compounds was then investigated on a preparative scale.