Sustainable one-pot chemo-enzymatic synthesis of chiral furan amino acid from biomass via magnetic solid acid and threonine aldolase.

Bioresource Technology
Lei GongYe Ni

Abstract

Sustainable synthesis of valuable noncanonical amino acids from renewable feedstocks is of great importance. Here, a feasible chemo-enzymatic procedure was developed for the synthesis of chiral β-(2-furyl)serine from biomass catalyzed by a solid acid catalyst and immobilized E. coli whole-cell harboring l-threonine aldolase. A novel magnetic solid acid catalyst Fe3O4@MCM-41/SO42- was successfully synthesized for conversion of corncob into furfural in an aqueous system. Under the optimum conditions, furfural yield of 63.6% was achieved in 40 min at 180 ℃ with 2.0% catalyst (w/w). Furthermore, biomass-derived furfural was converted into an aldol-addition product β-(2-furyl)serine with 73.6% yield, 99% ee and 20% de by immobilized cells in 6 h. The magnetic solid acid and biocatalyst can be readily recovered and efficiently reused for five consecutive cycles without significant loss on product yields. This chemo-enzymatic route can be attractive for producing noncanonical amino acids from biomass.

References

Jan 25, 2018·Chemical Society Reviews·Ya-Ping XueYu-Guo Zheng
Aug 14, 2018·Journal of Radioanalytical and Nuclear Chemistry·Małgorzata PająkMarianna Kańska
Sep 19, 2018·Chemical Society Reviews·Putla SudarsanamBert F Sels
Sep 24, 2018·Enzyme and Microbial Technology·Sarah F BeaudoinJon D Stewart
Feb 10, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yifan NieMeiting Ju

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