Chemoselective N−H insertion catalyzed by a de novo carbene transferase. (22nd May 2020)

• Record Type: Journal Article
• Authors: Stenner, Richard; Anderson, John Leslie Ross
• Other Names: Lombardi Angela guestEditor.; Cheruzel Lionel guestEditor.; Liu Long guestEditor.
• Is Part Of: Biotechnology and applied biochemistry. Volume 67:Number 4(2020)
• Page Start: 527
• Page End: 535
• Publication Date: 2020-05-22
• Subjects: Biocatalysis -- Carbene transferase -- De novo protein design; Biotechnology -- Periodicals; Biochemical engineering -- Periodicals; Biochemistry -- Periodicals; Biochemistry -- Periodicals; Genetic Techniques -- Periodicals; Microbiological Techniques -- Periodicals; 660.6
• DOI: 10.1002/bab.1924
• Languages: English
• ISSNs: 0885-4513

Abstract

Abstract: The ability to perform organic reactions with chemoselectivity is of critical importance in synthesis. Recently, we reported that a de novo carbene transferase, a tetra‐α‐helical c ‐type heme‐containing protein, C45, is proficient at N−H insertion reactions, proceeding via the intermolecular transfer of a metallocarbenoid intermediate into the N−H σ‐bond to form a new N−C σ‐bond. Here we demonstrate that C45 can also catalyse N−H insertion reactions chemoselectively, even when the substrate contains an unprotected hydroxyl group. Abstract :