Abstract Highly efficient and regioselective synthesis of pharmacologically useful 6′-O-benzoyl-helicid catalyzed by the whole-cell catalysts was successfully performed for the first time. The catalytic performance of Aspergillus oryzae whole cells for helicid benzoylation was significantly enhanced in acetone-ionic liquids (ILs) systems containing anions PF6, BF4, and TF2N as compared to pure acetone. The catalytic performances of A. oryzae whole cells not only depend on the anion of ILs, but the cation. In acetone-[BMIM][PF6] (5%, v/v) system, the substrate conversion efficiency reached 99 % at 24 h and initial reaction rate was achieved to be 7.42 mM/h, while 99 % substrate conversion was acquired at 72 h in acetone. Moreover, the A. oryzae whole cells showed excellent 6′-regioselectivity (99 %) and high operational stability in helicid benzoylation maintaining 75.5 % of its original activity after seven repeated reaction cycles in acetone-[BMIM][PF6] (5%, v/v) system. In conclusion, the inclusion of a suitable level of ionic liquids might exhibit a high potential for improving whole-cell biocatalysis for helicid benzoylation in a regioselective and cost-effective manner.

中文翻译：

---

通过添加离子液体改善全细胞生物催化螺旋苯甲酰化

摘要 首次成功地在全细胞催化剂的催化下高效、区域选择性地合成了具有药理作用的 6'-O-苯甲酰螺旋体。与纯丙酮相比，在含有阴离子 PF6、BF4 和 TF2N 的丙酮离子液体 (IL) 系统中，米曲霉全细胞对螺旋苯甲酰化的催化性能显着增强。米曲霉全细胞的催化性能不仅取决于ILs的阴离子，还取决于阳离子。在丙酮-[BMIM][PF6] (5%, v/v) 体系中，24 h 底物转化率达到 99%，初始反应速率达到 7.42 mM/h，而在 99% 底物转化率达到在丙酮中 72 小时。此外，A. oryzae 全细胞在丙酮-[BMIM][PF6] (5%, v/v) 系统中经过七个重复反应循环后，在螺旋苯甲酰化中表现出优异的 6'-区域选择性 (99%) 和高操作稳定性，保持其原始活性的 75.5% . 总之，包含合适水平的离子液体可能以区域选择性和成本效益的方式改善全细胞生物催化以进行螺旋苯甲酰化。