Enzymatic aerobic ring rearrangement of optically active furylcarbinols

被引：68
作者：
Thiel, Daniel [1 ]
Doknic, Diana [1 ]
Deska, Jan [1 ]
机构：
[1] Univ Cologne, Dept Chem, D-50939 Cologne, Germany
来源：
NATURE COMMUNICATIONS | 2014年 / 5卷
关键词：
NEXT-GENERATION; CHLOROPEROXIDASE; BIOMASS; TRANSFORMATION; EPOXIDATION; CHEMICALS; ENZYMES;
D O I：
10.1038/ncomms6278
中图分类号：
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号：
07 ; 0710 ; 09 ;
摘要：
Biogenic furans are currently discussed as highly attractive alternative feedstock in a post-fossil society; thus, also the creation of sustainable furan valorization pathways appears of great importance. Here an artificial Achmatowicz monooxygenase activity for the aerobic ring expansion of furans is achieved by the combination of commercial glucose oxidase as oxygen-activating biocatalyst and wild-type chloroperoxidase as oxygen-transfer mediator, providing a biological ready-to-use solution for this truly synthetic furan rearrangement. In concert with enzymatic transformations for the enantioselective preparation of optically active furylcarbinols, purely biocatalytic reaction cascades for the stereocontrolled construction of complex pyranones are obtained, exhibiting high functional group tolerance even to oxidation-sensitive moieties.
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页数：7
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