Discovery, application and protein engineering of Baeyer-Villiger monooxygenases for organic synthesis
- PMID: 22733152
- DOI: 10.1039/c2ob25704a
Discovery, application and protein engineering of Baeyer-Villiger monooxygenases for organic synthesis
Abstract
Baeyer-Villiger monooxygenases (BVMOs) are useful enzymes for organic synthesis as they enable the direct and highly regio- and stereoselective oxidation of ketones to esters or lactones simply with molecular oxygen. This contribution covers novel concepts such as searching in protein sequence databases using distinct motifs to discover new Baeyer-Villiger monooxygenases as well as high-throughput assays to facilitate protein engineering in order to improve BVMOs with respect to substrate range, enantioselectivity, thermostability and other properties. Recent examples for the application of BVMOs in synthetic organic synthesis illustrate the broad potential of these biocatalysts. Furthermore, methods to facilitate the more efficient use of BVMOs in organic synthesis by applying e.g. improved cofactor regeneration, substrate feed and in situ product removal or immobilization are covered in this perspective.
Similar articles
-
Protein engineering of stereoselective Baeyer-Villiger monooxygenases.Chemistry. 2012 Aug 13;18(33):10160-72. doi: 10.1002/chem.201202163. Epub 2012 Jul 16. Chemistry. 2012. PMID: 22807240
-
Towards large-scale synthetic applications of Baeyer-Villiger monooxygenases.Trends Biotechnol. 2003 Jul;21(7):318-23. doi: 10.1016/S0167-7799(03)00144-6. Trends Biotechnol. 2003. PMID: 12837617 Review.
-
Enzymatic synthesis of enantiomerically pure beta-amino ketones, beta-amino esters, and beta-amino alcohols with Baeyer-Villiger monooxygenases.Chemistry. 2010 Aug 16;16(31):9525-35. doi: 10.1002/chem.201001480. Chemistry. 2010. PMID: 20665587
-
Biooxidation of bridged cycloketones using Baeyer-Villiger monooxygenases of various bacterial origin.J Org Chem. 2007 Dec 7;72(25):9597-603. doi: 10.1021/jo701704x. Epub 2007 Nov 15. J Org Chem. 2007. PMID: 18001099
-
Recent developments in the application of Baeyer-Villiger monooxygenases as biocatalysts.Chembiochem. 2010 Nov 2;11(16):2208-31. doi: 10.1002/cbic.201000395. Chembiochem. 2010. PMID: 20936617 Review.
Cited by
-
Improving catalytic activity of the Baeyer-Villiger monooxygenase-based Escherichia coli biocatalysts for the overproduction of (Z)-11-(heptanoyloxy)undec-9-enoic acid from ricinoleic acid.Sci Rep. 2018 Jul 6;8(1):10280. doi: 10.1038/s41598-018-28575-8. Sci Rep. 2018. PMID: 29980730 Free PMC article.
-
Biocatalytic synthesis of lactones and lactams.Chem Asian J. 2018 Dec 4;13(23):3601-3610. doi: 10.1002/asia.201801180. Epub 2018 Oct 18. Chem Asian J. 2018. PMID: 30256534 Free PMC article. Review.
-
Stabilization of cyclohexanone monooxygenase by a computationally designed disulfide bond spanning only one residue.FEBS Open Bio. 2014 Feb 3;4:168-74. doi: 10.1016/j.fob.2014.01.009. eCollection 2014. FEBS Open Bio. 2014. PMID: 24649397 Free PMC article.
-
Optimization of growth and induction conditions for the production of recombinant whole cell cyclohexanone monooxygenase in Escherichia coli.Sci Rep. 2025 Apr 25;15(1):14447. doi: 10.1038/s41598-025-99461-3. Sci Rep. 2025. PMID: 40281270 Free PMC article.
-
Enzymatic Kinetic Resolution by Addition of Oxygen.Angew Chem Int Ed Engl. 2021 Feb 23;60(9):4434-4447. doi: 10.1002/anie.202011468. Epub 2020 Dec 22. Angew Chem Int Ed Engl. 2021. PMID: 33037837 Free PMC article. Review.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources