文献类型： 外文期刊
作者： Sun, Li-Juan 1 ; Wang, Huamin 2 ; Xu, Jia-Kun 3 ; Niu, Wenjing 2 ; Gao, Shu-Qin 1 ; Lin, Ying-Wu 1 ;
作者机构： 1.Univ South China, Hengyang Med Sch, Hengyang 421001, Peoples R China
2.Univ South China, Sch Chem & Chem Engn, Hengyang 421001, Peoples R China
3.Chinese Acad Fishery Sci, Key Lab Sustainable Dev Polar Fishery, Yellow Sea Fisheries Res Inst, Qingdao 266071, Peoples R China
期刊名称：ORGANIC LETTERS （ 影响因子：5.0； 五年影响因子：4.6 ）
ISSN： 1523-7060
年卷期： 2024 年 26 卷 41 期
页码：
收录情况： SCI
摘要： Organoborons have recently received much attention, while a biocatalytic platform for the synthesis of chiral organoborons is limited only to Rma cytochrome c. In this study, we exploited the other heme protein, neuroglobin (Ngb), and engineered a quadruple mutant, A15C/H64G/V68F/F28M Ngb, by redesigning the heme active site using the structural information on A15C Ngb and molecular docking studies. The enzyme was shown to be efficient in catalyzing carbene transfer B-H insertion reactions between pyridine/quinoline boranes and benzyl 2-diazopropanoates and their derivatives (29 examples). The designed cavity in the heme distal site favors the binding of large volume substrates such as those containing a quinoline, naphthyl, or biphenyl group. As further determined by the X-ray crystallography of 6c, the chiral products are in the R-configuration, with up to 98:2 e.r. Furthermore, both the whole cell and cell lysate containing the enzyme are reactive toward the B-H insertion reactions. This study presents a convenient biocatalytic platform that may be generally applicable for the synthesis of functional chiral organoborons.
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