Issue 2, 2019

Native roles of Baeyer–Villiger monooxygenases in the microbial metabolism of natural compounds

Abstract

Covering: up to end of June 2018

Baeyer–Villiger monooxygenases (BVMOs) are flavin-dependent enzymes that catalyse the oxidation of ketones and cyclic ketones to esters and lactones, respectively, by using molecular oxygen and NAD(P)H. BVMOs also catalyse sulfoxidations and N-oxidations. BVMOs are widely studied as attractive biocatalysts, but also catalyse key reactions in metabolic pathways of the organisms from which they are sourced. BVMOs are involved in the primary metabolism of atypical carbon sources, thereby conferring an evolutionary advantage to the host organism. In addition, BVMOs catalyse a plethora of diverse Baeyer–Villiger and heteroatom oxidations in the construction of complex secondary metabolites. These natural products often have attractive biological properties, such as anti-bacterial, anti-cancer and anti-proliferative activity, and can have clinical applications. In contrast, BVMOs are also involved in the synthesis of microbial toxins. This review will discuss the inherent roles of type I, type II and type O BVMOs in the metabolism of microorganisms.

Graphical abstract: Native roles of Baeyer–Villiger monooxygenases in the microbial metabolism of natural compounds

Article information

Article type
Review Article
Submitted
19 Jun 2018
First published
03 Aug 2018

Nat. Prod. Rep., 2019,36, 326-353

Native roles of Baeyer–Villiger monooxygenases in the microbial metabolism of natural compounds

C. Tolmie, M. S. Smit and D. J. Opperman, Nat. Prod. Rep., 2019, 36, 326 DOI: 10.1039/C8NP00054A

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