Structural highlights
Publication Abstract from PubMed
We report the discovery of an unusual halohydrin dehalogenase, HHDHamb, that can work under relative low acidic conditions and extremely low temperatures for the bio-nitration of epoxides using nitrite as a nitrating agent. The bio-nitration strategy exhibits high chemo-, regio-, and enantioselectivity, catalyzing the kinetic resolution of various epoxides to enantiopure beta -nitroalcohols with nitro-bearing stereocenters in up to 41% isolated yield and >99% enantiomeric excess ( ee ). Additionally, the bio-nitration method displays a high reaction efficiency and can be performed on a gram scale. We also solved the crystal structure of HHDHamb to understand the possible structural determinants of chemoselectivity control in the bio-nitration reaction.
Identification and Structure Analysis of an Unusual Halohydrin Dehalogenase for Highly Chemo-, Regio- and Enantioselective Bio-Nitration of Epoxides.,Wang HH, Wan NW, Miao RP, He CL, Chen YZ, Liu ZQ, Zheng YG Angew Chem Int Ed Engl. 2022 Jul 20. doi: 10.1002/anie.202205790. PMID:35856897[1]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Wang HH, Wan NW, Miao RP, He CL, Chen YZ, Liu ZQ, Zheng YG. Identification and Structure Analysis of an Unusual Halohydrin Dehalogenase for Highly Chemo-, Regio- and Enantioselective Bio-Nitration of Epoxides. Angew Chem Int Ed Engl. 2022 Jul 20. doi: 10.1002/anie.202205790. PMID:35856897 doi:http://dx.doi.org/10.1002/anie.202205790
