Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones

Novel biotechnological glucosylation of high-impact aroma chemicals, 3(2H)- and 2(5H)-furanones
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DOI:
10.1038/s41598-019-47514-9
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发表时间:
2019-07-29
期刊:
影响因子:
4.6
通讯作者:
Schwab, Wilfried
Schwab, Wilfried
中科院分区:
综合性期刊3区
文献类型:
--
作者:
Effenberger, Isabelle;Hoffmann, Thomas;Schwab, Wilfried

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糖基转移酶是一种多功能的生物催化剂,可以对小分子进行化学修饰,从而提高其水溶性和结构稳定性。尽管所有生物的基因组都含有大量的葡萄糖基转移酶基因,但由于缺乏高通量的体内系统来快速测试编码蛋白质的多功能性,它们的功能特征受到了阻碍。我们开发并应用了高通量全细胞生物转化系统来筛选植物葡萄糖转移酶文库。作为原理的证明,我们分别鉴定了25、24、15和18个生物催化剂将D-葡萄糖转化为索托酮、枫树呋喃酮、呋喃内醇和高呋喃内醇这四种倍受推崇的风味化合物。虽然3(2H)-呋喃酮和2(5H)-呋喃酮具有极低的气味阈值,但它们的糖苷是无味的。在生物技术工艺的放大过程中,新的天然β-D-吡喃葡萄糖苷索托酮和枫树呋喃酮的效价分别为5.3g/L和7.2g/100g。因此,植物葡萄糖转移酶表现出惊人的催化活性,使得通过全细胞生物转化经济地生产具有令人兴奋的新功能的新型和未开发的化学品成为可能。
Glucosyltransferases are versatile biocatalysts to chemically modify small molecules and thus enhance their water solubility and structural stability. Although the genomes of all organisms harbor a multitude of glucosyltransferase genes, their functional characterization is hampered by the lack of high-throughput in-vivo systems to rapidly test the versatility of the encoded proteins. We have developed and applied a high-throughput whole cell biotransformation system to screen a plant glucosyltransferase library. As proof of principle, we identified 25, 24, 15, and 18 biocatalysts transferring D-glucose to sotolone, maple furanone, furaneol and homofuraneol, four highly appreciated flavor compounds, respectively. Although these 3(2H)- and 2(5H)-furanones have extremely low odor thresholds their glucosides were odorless. Upscaling of the biotechnological process yielded titers of 5.3 and 7.2 g/L for the new to nature beta-D-glucopyranosides of sotolone and maple furanone, respectively. Consequently, plant glucosyltransferase show stunning catalytic activities, which enable the economical production of novel and unexplored chemicals with exciting new functionalities by whole-cell biotransformation.