Baeyer-Villiger oxidations: biotechnological approach

被引：99

作者：

Bucko, Marek ^{[1
]}

Gemeiner, Peter ^{[1
]}

Schenkmayerova, Andrea ^{[1
]}

Krajcovic, Tomas ^{[1
]}

Rudroff, Florian ^{[2
]}

Mihovilovic, Marko D. ^{[2
]}

机构：

[1] Slovak Acad Sci, Ctr Glyc, Dept Glycobiotechnol, Inst Chem, Dubravska Cesta 9, SK-84538 Bratislava, Slovakia

[2] TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9-163, A-1060 Vienna, Austria

来源：

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY | 2016年 / 100卷 / 15期

关键词：

Baeyer-Villiger monooxygenases; Cascade reactions; Whole-cell immobilization; Polyelectrolyte complex capsules; Asymmetric synthesis; Biocatalysis; RECOMBINANT ESCHERICHIA-COLI; ENZYME CASCADE SYNTHESIS; WHOLE-CELL BIOCATALYST; CYCLOHEXANONE MONOOXYGENASE; ALCOHOL-DEHYDROGENASE; EPSILON-CAPROLACTONE; ORGANIC-SYNTHESIS; FLAVOPROTEIN MONOOXYGENASES; PSEUDOMONAS-PUTIDA; PROTEIN-SEQUENCE;

D O I：

10.1007/s00253-016-7670-x

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Baeyer-Villiger monooxygenases ( BVMOs) are a very well-known and intensively studied class of flavin-dependent enzymes. Their substrate promiscuity, high chemo-, regio-, and enantioselectivity are prerequisites for the use in synthetic chemistry and should pave the way for successful industrial processes. Nonetheless, only a very limited number of industrial relevant transformations are known, mainly due to the lack of BVMOs stability and cofactor dependency. In this review, we focus on novel BVMO-mediated transformations, BVMOs in cascade type reactions, potential industrial applications, and how limitations have been tackled by the community. Special attention will be put on whole-cell immobilization strategies. We emphasize to bridge recent developments in fundamental research to industrial applications.

引用

页码：6585 / 6599

页数：15

共 82 条

[1] ENZYMATIC BAEYER-VILLIGER TYPE OXIDATIONS OF KETONES CATALYZED BY CYCLOHEXANONE OXYGENASE [J].

ABRIL, O ;

RYERSON, CC ;

WALSH, C ;

WHITESIDES, GM .

BIOORGANIC CHEMISTRY, 1989, 17 (01) :41-52

[2] Co-immobilization of cyclohexanone monooxygenase and glucose-6-phosphate dehydrogenase onto polyethylenimine-porous agarose polymeric composite using γ irradiation to use in biotechnological processes [J].

Atia, KS .

RADIATION PHYSICS AND CHEMISTRY, 2005, 73 (02) :91-99

[3] The first 200-L scale asymmetric Baeyer-Villiger oxidation using a whole-cell biocatalyst [J].

Baldwin, Christopher V. F. ;

Wohlgemuth, Roland ;

Woodley, John M. .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2008, 12 (04) :660-665

[4] On oxygen limitation in a whole cell biocatalytic Baeyer-Villiger oxidation process [J].

Baldwin, Christopher V. F. ;

Woodley, John M. .

BIOTECHNOLOGY AND BIOENGINEERING, 2006, 95 (03) :362-369

[5]

Balke K, 2016, CHEMCATCHEM, V7, P3951, DOI [10.1021/acschembio.5b00723, DOI 10.1021/ACSCHEMBI0.5B00723]

[6] Discovery, application and protein engineering of Baeyer-Villiger monooxygenases for organic synthesis [J].

Balke, Kathleen ;

Kadow, Maria ;

Mallin, Hendrik ;

Sass, Stefan ;

Bornscheuer, Uwe T. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (31) :6249-6265

[7] Designer Microorganisms for Optimized Redox Cascade Reactions - Challenges and Future Perspectives [J].

Bayer, Thomas ;

Milker, Sofia ;

Wiesinger, Thomas ;

Rudroff, Florian ;

Mihovilovic, Marko. D. .

ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (08) :1587-1618

[8] Enantiocomplementary access to carba-analogs of C-nucleoside derivatives by recombinant Baeyer-Villiger monooxygenases [J].

Bianchi, Dario A. ;

Moran-Ramallal, Roberto ;

Iqbal, Naseem ;

Rudroff, Florian ;

Mihovilovic, Marko D. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (09) :2718-2720

[9]

Bong Y. K., 2011, WO Patent, Patent No. [WO2011071982A2, 2011071982]

[10] Continuous testing system for Baeyer-Villiger biooxidation using recombinant Escherichia coli expressing cyclohexanone monooxygenase encapsulated in polyelectrolyte complex capsules [J].

Bucko, Marek ;

Schenkmayerova, Andrea ;

Gemeiner, Peter ;

Vikartovska, Alica ;

Mihovilovic, Marko D. ;

Lacik, Igor .

ENZYME AND MICROBIAL TECHNOLOGY, 2011, 49 (03) :284-288

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