Catalysis science and technology p. 70 - 78 (2020)
Update date:2022-08-02
Topics:
Yang, Zeyu
Fu, Hengwei
Ye, Wenjie
Xie, Youyu
Liu, Qinghai
Wang, Hualei
Wei, Dongzhi
Alcohol dehydrogenases (ADHs) together with the economical substrate-coupled cofactor regeneration system play a pivotal role in the asymmetric synthesis of chiral alcohols; however, severe challenges concerning the poor tolerance of enzymes to 2-propanol and the adverse effects of the by-product, acetone, limit its applications, causing this strategy to lapse. Herein, a novel ADH gene smadh2 was identified from Stenotrophomonas maltophilia by traditional genome mining technology. The gene was cloned into Escherichia coli cells and then expressed to yield SmADH2. SmADH2 has a broad substrate spectrum and exhibits excellent tolerance and superb activity to 2-propanol even at 10.5 M (80%, v/v) concentration. Moreover, a new thermostatic bubble column reactor (TBCR) system is successfully designed to alleviate the inhibition of the by-product acetone by gas flow and continuously supplement 2-propanol. The organic waste can be simultaneously recovered for the purpose of green synthesis. In the sustainable system, structurally diverse chiral alcohols are synthesised at a high substrate loading (>150 g L-1) without adding external coenzymes. Among these, about 780 g L-1 (6 M) ethyl acetoacetate is completely converted into ethyl (R)-3-hydroxybutyrate in only 2.5 h with 99.9% ee and 7488 g L-1 d-1 space-time yield. Molecular dynamics simulation results shed light on the high catalytic activity toward the substrate. Therefore, the high 2-propanol tolerance SmADH2 with the TBCR system proves to be a potent biocatalytic strategy for the synthesis of chiral alcohols on an industrial scale.
View Morelianyungang jinkang pharmaceutical technology co., ltd.
Contact:008651885445517
Address:Jinshan industrial park, Ganyu county, Lianyungang, Jiangsu Province, 222115, China
Xi'an North Information Industry Co., Ltd. Weilv Chemical Department
Contact:+86-29-88156413
Address:Jixiang Road 99 Xi'an Shaanxi Province
EASYBUYER Co.,LTD.( Chen-Chen )
Contact:+86-21-51816013/51816067
Address:1306,Bldg 8 Hi-Shanghai Center,No.950 Dalian Rd
Jiaxing Carry Bio-Chem Technology Co.,Ltd
website:http://www.carrybiotech.com
Contact:0573-82788958
Address:Add.Fl 3th, Pharm Vally,Kaichuang Rd, Xiuzhou District, Jiaxing, Zhejiang,314031,China
Hangzhou Taiyan Trading Co., Ltd
Contact:+86-13777583958
Address:NO.63, Xingyi Street, Xihu District, Hangzhou, Zhejiang, China
Doi:10.1002/chem.201303847
(2014)Doi:10.1107/S0108270194001757
(1994)Doi:10.1021/jo0622025
(2007)Doi:10.1039/b513897c
(2006)Doi:10.1002/ejic.200500628
(2005)Doi:10.1021/jo981985u
(1999)