Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2022 Dec;2(12):3287-3289.
doi: 10.1016/j.checat.2022.11.013. Epub 2022 Dec 15.

Undirected biocatalytic amination of unactivated C(sp 3)-H bonds

Wenzhen Fu  1 , Yang Yang  1   2
Affiliations

Undirected biocatalytic amination of unactivated C(sp 3)-H bonds

Wenzhen Fu et al. Chem Catal. 2022 Dec.

Abstract

Selective catalytic functionalization of C(sp 3)-H bonds represents a powerful means to access valuable products from ubiquitous starting materials. In a recent JACS paper, Arnold and co-workers engineered P450 nitrene transferases to aminate unactivated C(sp 3)-H bonds with excellent site- and stereoselectivities.

PubMed Disclaimer

Figures

Fig 1.
Fig 1.
(A) Two different strategies to form direct nitrogen insertion product using unactivated C−H bonds in biological systems; (B) Site-, diastereo-, and enantioselective C−H amination and amidation of hydrocarbon substrates using evolved P450 enzymes; (C) Proposed mechanism and DFT-computed free energy of C-H amidation.
See this image and copyright information in PMC

References

    1. Arnold FH (2018). Directed Evolution: Bringing New Chemistry to Life. Angew. Chem. Int. Ed 57, 4143–4148. 10.1002/anie.201708408. - DOI - PMC - PubMed
    1. Chen K, and Arnold FH (2020). Engineering new catalytic activities in enzymes. Nat. Catal 3, 203–213. 10.1038/s41929-019-0385-5. - DOI
    1. Yang Y, and Arnold FH (2021). Navigating the Unnatural Reaction Space: Directed Evolution of Heme Proteins for Selective Carbene and Nitrene Transfer. Acc. Chem. Res 54, 1209–1225. 10.1021/acs.accounts.0c00591. - DOI - PMC - PubMed
    1. Biegasiewicz KF, Cooper SJ, Gao X, Oblinsky DG, Kim JH, Garfinkle SE, Joyce LA, Sandoval BA, Scholes GD, and Hyster TK (2019). Photoexcitation of flavoenzymes enables a stereoselective radical cyclization. Science 364, 1166–1169. 10.1126/science.aaw1143. - DOI - PMC - PubMed
    1. Huang X, Wang B, Wang Y, Jiang G, Feng J, and Zhao H (2020). Photoenzymatic enantioselective intermolecular radical hydroalkylation. Nature 584, 69–74. 10.1038/s41586-020-2406-6. - DOI - PubMed