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Exploiting and Engineering Neuroglobin for Catalyzing Carbene N-H Insertions and the Formation of Quinoxalinones.
Sun, Li-Juan; Wang, Huamin; Xu, Jia-Kun; Gao, Shu-Qin; Wen, Ge-Bo; Lin, Ying-Wu.
Afiliación
  • Sun LJ; Hengyang Medical School, University of South China, Hengyang 421001, China.
  • Wang H; School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, China.
  • Xu JK; Key Laboratory of Sustainable Development of Polar Fisheries, Yellow Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Qingdao 266071, China.
  • Gao SQ; Hengyang Medical School, University of South China, Hengyang 421001, China.
  • Wen GB; Hengyang Medical School, University of South China, Hengyang 421001, China.
  • Lin YW; Hengyang Medical School, University of South China, Hengyang 421001, China.
Inorg Chem ; 62(40): 16294-16298, 2023 Oct 09.
Article en En | MEDLINE | ID: mdl-37772803
It is desired to design and construct more efficient enzymes with better performance to catalyze carbene N-H insertions for the synthesis of bioactive molecules. To this end, we exploited and designed a series of human neuroglobin (Ngb) mutants. As shown in this study, a double mutant, A15C/H64G Ngb, with an additional disulfide bond and a modified heme active site, exhibited yields up to >99% and total turnover numbers up to 33000 in catalyzing the carbene N-H insertions for aromatic amine derivatives, including those with a large size such as 1-aminopyrene. Moreover, for o-phenylenediamine derivatives, they underwent two cycles of N-H insertions, followed by cyclization to form quinoxalinones, as confirmed by the X-ray crystal structures. This study suggests that Ngb can be designed into a functional carbene transferase for efficiently catalyzing carbene N-H insertion reactions with a range of substrates. It also represents the first example of the formation of quinoxalinones catalyzed by an engineered heme enzyme.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Inorg Chem Año: 2023 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Inorg Chem Año: 2023 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos