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Enantioselective Sulfoxidation of Thioanisole by Cascading a Choline Oxidase and a Peroxygenase in the Presence of Natural Deep Eutectic Solvents.
ChemPlusChem ( IF 3.0 ) Pub Date : 2020-01-17 , DOI: 10.1002/cplu.201900751
Yongru Li 1 , Yunjian Ma 1 , Peilin Li 1 , Xizhen Zhang 2 , Doris Ribitsch 3 , Miguel Alcalde 4 , Frank Hollmann 5 , Yonghua Wang 1
Affiliation  

A bienzymatic cascade for selective sulfoxidation is presented. The evolved recombinant peroxygenase from Agrocybe aegeritra catalyses the enantioselective sulfoxidation of thioanisole whereas the choline oxidase from Arthrobacter nicotianae provides the H2 O2 necessary via reductive activation of ambient oxygen. The reactions are performed in choline chloride-based deep eutectic solvents serving as co-solvent and stoichiometric reductant at the same time. Very promising product concentrations (up to 15 mM enantiopure sulfoxide) and catalyst performances (turnover numbers of 150,000 and 2100 for the peroxygenase and oxidase, respectively) have been achieved.

中文翻译:

在天然深共晶溶剂存在下,通过级联胆碱氧化酶和过氧化酶对硫苯甲醚的对映选择性硫氧化。

提出了用于选择性硫氧化的双酶级联反应。来自农杆菌的进化的重组过氧酶催化硫代苯甲醚的对映选择性硫氧化,而来自烟草节杆菌的胆碱氧化酶通过环境氧的还原活化提供必要的H 2 O 2。反应同时在基于氯化胆碱的深共熔溶剂中用作共溶剂和化学计量的还原剂。已经实现了非常有前途的产品浓度(高达15 mM对映纯亚砜)和催化剂性能(过氧化酶和氧化酶的转换数分别为150,000和2100)。
更新日期:2020-01-17
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