Baeyer - Villiger monooxygenase

Flavin-containing Baeyer-Villiger monooxygenases (BVMOs) represent nature s equivalent of conventional peracids or de novo designed metal complexes... 

Baeyer-Villiger monooxygenase (BVMOMtbs) Mycobacterium tuberculosis H37Rv 2006 [140] 2006 [140] [140,141]... 

Discovery, redesign and applications of Baeyer-Villiger monooxygenases... 

Fraaije MW, NM Kammerbeek, AJ Heidkamp, R Fortin, DB Janssen (2004) The prodrug activator EtaA from Mycobacterium tuberculosis is a Baeyer-Villiger monooxygenase. J Biol Chem 279 3354-3360. 

Alphand, V., Carrea, G., Wohlgemuth, R. et al. (2003) Towards large-scale synthetic applications of Baeyer-Villiger monooxygenases. Trends in Biotechnology, 21 (7), 318-323. 

Enantioselective Kinetic Resolution of Racemic 3-Phenylbutan-2-one Using a Baeyer-Villiger Monooxygenase... 

Kirschner, A. and Bornscheuer, U.T., Kinetic resolution of 4-hydroxy-2-ketones catalyzed by a Baeyer-Villiger monooxygenase. Angew. Chem. Int. Ed., 2006,45, 7004. 

Geitner, K., Kirschner, A., Rehdorf, J., Schmidt, M., Mihovilovic, M.D. and Bornscheuer, U.T., Enantioselective kinetic resolution of 3-pheny 1-2-ketones using Baeyer-Villiger monooxygenases. Tetrahedron Asymm., 2007,18, 892. 

Kirschner, A., Altenbuchner, J. and Bornscheuer, U.T., Cloning, expression, and characterization of a Baeyer-Villiger monooxygenase from Pseudomonas fluorescens DSM 50106 in E. coli. Appl. Microbiol. Biotechnol. 2007, 73, 1065. 

Rodriguez, C., de Gonzalo, G., Eraaije, M.W. and Gotor, V., Enzymatic kinetic resolution of racemic ketones catalyzed by Baeyer-Villiger monooxygenases. Tetrahedron Asymm., 2007, 18, 1338. 

BV monooxygenase Baeyer-Villiger monooxygenase CHMO cyclohexanone monooxygenase COMT catechol O-methyltransferase PDC pyruvate decarboxylase PRAI phosphoribosyl anthranilate isomerase. 

Among the most popular oxidative biotransformations, Baeyer-Villiger monooxygenases (BVMOs) belong to the main fields of research. Nowadays, manifold enzymes catalyzing the Baeyer-Villiger oxidation are expressed in common recombinant organisms, such as E. coli or S. cerevisiae. The mechanism of the enzymatic... 

Sicard, R., Chen, LS Marsaioli, A.J. and Reymond, J.L (2005) A fluorescence-based assay for Baeyer-Villiger monooxygenases, hydroxylases and lactonases. Advanced Synthesis ef Catalysis, 347,1041-1050. 

Wang, C., Gibson, M., Rohr, J. and Oliveira, M.A. (2005) Crystallization and X-ray dififaction properties of Baeyer-Villiger monooxygenase MtmOlV from the mithramycin biosynthetic pathway in Streptomyces argillaceus. 

Kamerbeek, N.M., Janssen, D.B., van Berkel, W.J.H. and Fraaije, M.W. (2003) Baeyer-Villiger monooxygenases, an emerging family of flavin-dependent biocatalysts. Advanced Synthesis Catalysis, 345, 667-678. 

Here, NADP-h stays bound throughout the entire reaction cycle. Furthermore, Baeyer-Villiger monooxygenases usually promote the deprotonation of the flavin C4a-peroxide (Fig. 6), which thereby facilitates nucleophilic substitution reactions... 

Figure 6 General mechanism for flavoprotein monooxygenases. With Baeyer-Villiger monooxygenases (nucleophilic oxygenation), NADP+ stays bound during the entire reaction cycle.

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