PMID- 30074603 OWN - NLM STAT- MEDLINE DCOM- 20190808 LR - 20190808 IS - 1460-4752 (Electronic) IS - 0265-0568 (Linking) VI - 36 IP - 2 DP - 2019 Feb 20 TI - Native roles of Baeyer-Villiger monooxygenases in the microbial metabolism of natural compounds. PG - 326-353 LID - 10.1039/c8np00054a [doi] AB - 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. FAU - Tolmie, Carmien AU - Tolmie C AD - Department of Biotechnology, University of the Free State, Bloemfontein, South Africa. tolmiec@ufs.ac.za smitms@ufs.ac.za opperdj@ufs.ac.za. FAU - Smit, Martha S AU - Smit MS FAU - Opperman, Diederik J AU - Opperman DJ LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PT - Review PL - England TA - Nat Prod Rep JT - Natural product reports JID - 8502408 RN - 0 (Alcohols) RN - 0 (Alkanes) RN - 0 (Anti-Bacterial Agents) RN - 0 (Biological Products) RN - 0 (Dinitrocresols) RN - 0 (Ketones) RN - 0 (Mycotoxins) RN - 0 (Xenobiotics) RN - 1604ZJR09T (4,6-dinitro-o-cresol) RN - EC 1.- (Mixed Function Oxygenases) MH - Alcohols/chemistry/metabolism MH - Alkanes/metabolism MH - Anti-Bacterial Agents/chemistry/metabolism MH - Bacteria/*metabolism MH - Biological Products/*metabolism MH - Dinitrocresols/metabolism MH - Fungi/metabolism MH - Ketones/metabolism MH - Mixed Function Oxygenases/*chemistry/*metabolism MH - Mycotoxins/*metabolism MH - Oxidation-Reduction MH - Secondary Metabolism MH - Xenobiotics/metabolism EDAT- 2018/08/04 06:00 MHDA- 2019/08/09 06:00 CRDT- 2018/08/04 06:00 PHST- 2018/08/04 06:00 [pubmed] PHST- 2019/08/09 06:00 [medline] PHST- 2018/08/04 06:00 [entrez] AID - 10.1039/c8np00054a [doi] PST - ppublish SO - Nat Prod Rep. 2019 Feb 20;36(2):326-353. doi: 10.1039/c8np00054a.