Open AccessAoiQ Catalyzes Geminal Dichlorination of 1,3-Diketone Natural Products
Author(s) -
Mengting Liu,
M. Ohashi,
Yiu-Sun Hung,
Kirstin Scherlach,
Kenji Watanabe,
Christian Hertweck,
Yi Tang
Publication year - 2021
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.1c02868
Subject(s) - chemistry , geminal , halogenation , biocatalysis , diketone , flavin group , carbon atom , stereochemistry , organic chemistry , biosynthesis , enzyme , combinatorial chemistry , catalysis , reaction mechanism , ring (chemistry)
Enzymes that can perform halogenation of aliphatic carbons are of significant interest to the synthetic and biocatalysis communities. Here we describe the characterization of AoiQ, a single-component flavin-dependent halogenase (FDH) that catalyzes gem- dichlorination of 1,3-diketone substrates in the biosynthesis of dichlorodiaporthin. AoiQ represents the first biochemically reconstituted FDH that can halogenate an enolizable sp 3 -hybridized carbon atom.