Chinese Journal of Catalysis ›› 2023, Vol. 44: 139-145.DOI: 10.1016/S1872-2067(22)64179-2

• Articles • Previous Articles     Next Articles

Enzyme-metal-single-atom hybrid catalysts for one-pot chemoenzymatic reactions

Xiaoyang Lia, Yufei Caob, Jiarong Xiongb, Jun Lic, Hai Xiaoc,*(), Xinyang Lid, Qingqiang Goud, Jun Geb,e,f,*()   

  1. aState Key Laboratory of Food Science and Technology, School of Food Science and Technology, Nanchang University, Nanchang 330047, Jiangxi, China
    bKey Laboratory for Industrial Biocatalysis, Ministry of Education, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China
    cDepartment of Chemistry, Tsinghua University, Beijing 100084, China
    dSINOPEC (Beijing) Research Institute of Chemical Industry Co., Ltd., Beijing 122000, China
    eInstitute of Biopharmaceutical and Health Engineering, Tsinghua Shenzhen International Graduate School, Shenzhen 518055, Guangdong, China
    fInstitute of Biomedical Health Technology and Engineering, Shenzhen Bay Laboratory, Shenzhen 518107, Guangdong, China
  • Received:2022-07-11 Accepted:2022-08-22 Online:2023-01-18 Published:2022-12-08
  • Contact: Hai Xiao, Jun Ge
  • Supported by:
    National Key Research and Development Program of China(2021YFC2102800);National Natural Science Foundation of China(21878174);National Natural Science Foundation of China(22168024);Tsinghua University-China Petrochemical Corporation Joint Institute for Green Chemical Engineering;Tsinghua-Foshan Innovation Special Fund (TFISF)

Abstract:

Combining enzymatic and single-metal-atom catalysis is a promising approach for green chemical synthesis. We herein report a one-pot chemoenzymatic cascade reaction to asymmetric synthesize (R)-1-(4-biphenyl) ethanol by using the highly active and selective enzyme-metal-single-atom hybrid as the catalyst. We demonstrate that the Pd single atoms anchored lipase (Pd1/CALB-P) can efficiently drive one-pot cascade reactions in aqueous solution at 30 °C to achieve facile synthesis of chiral biaryl alcohols, which are important pharmaceutical intermediates that traditionally require complex synthesis procedures. The rate of (R)-1-(4-biphenyl) ethanol formation catalyzed by Pd1/CALB-P is more than 30-fold higher than that of the combination of commercial palladium on carbon (Pd/C) and lipase-pluronic conjugate (CALB-P). The enzyme-metal-single-atom hybrid catalyst provides a promising strategy for effectively merging the enzymatic and single-atom catalysis.

Key words: Chemoenzymatic reaction, Enzyme-metal hybrid catalyst, Single atom catalyst, Cooperative catalysis, Chiral alcohols