Biocatalytic Oxidation in Continuous Flow for the Generation of Carbohydrate Dialdehydes
Biocatalytic Oxidation in Continuous Flow for the Generation of Carbohydrate Dialdehydes
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DOI：
10.1021/acscatal.9b04819
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发表时间：
2019-12-01
期刊：
影响因子：
12.9
通讯作者：
Flitsch, Sabine L.
中科院分区：
文献类型：
--
作者：
Cosgrove, Sebastian C.;Mattey, Ashley P.;Flitsch, Sabine L.
半乳糖氧化酶(GOase)被用于乳糖的可伸缩和选择性的C-6‘氧化，乳糖是乳制品工业中的一种废弃物。6‘-氧代乳糖的生产是在毫克规模的间歇模式下完全转化实现的，但进一步放大到克量被证明是具有挑战性的，因为需要较高的酶浓度和氧共底物利用率的限制。为了克服这些问题，开发了一种连续流动系统，用于生产多克产品的乳糖的生物氧化。使用变异的GOase F-2，还观察到麦芽糖等一系列寡糖的末端选择性氧化。通过这种高度选择性的氧化获得的碳水化合物二醛在化学上得到了进一步的官能化，确立了生物氧化作为一种途径来对廉价碳水化合物进行定价，包括用于构建聚合物块的废料。
Galactose Oxidase (GOase) has been used for the scalable and selective C-6' oxidation of lactose, a waste material from the dairy industry. Generation of the 6'-oxo lactose was achieved with full conversion in batch mode at milligram scale, but further scale-up to gram quantities proved to be challenging because of requirements for high enzyme concentrations and limitation in oxygen cosubstrate availability. To overcome these issues, a continuous-flow system was developed for the bio-oxidation of lactose yielding multigram quantities of product. Using the variant GOase F-2, terminal selective oxidations were also observed on a range of oligoglucosides such as maltose. The carbohydrate dialdehydes that were obtained by this highly selective oxidation were chemically further functionalized, establishing the biooxidation as a route to valorize cheap carbohydrates, including waste materials, for building blocks of polymers.