Efficient (3R)-Acetoin Production from meso-2,3-Butanediol Using a New Whole-Cell Biocatalyst with Co-Expression of meso-2,3-Butanediol Dehydrogenase, NADH Oxidase, and Vitreoscilla Hemoglobin
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초록
Acetoin (AC) is a volatile platform compound with various potential industrial applications. AC contains two stereoisomeric forms: (3S)-AC and (3R)-AC. Optically pure AC is an important potential intermediate and widely used as a precursor to synthesize novel optically active materials. In this study, chiral (3R)-AC production from meso-2,3-butanediol (meso-2,3- BD) was obtained using recombinant Escherichia coli cells co-expressing meso-2,3-butanediol dehydrogenase (meso-2,3-BDH), NADH oxidase (NOX), and hemoglobin protein (VHB) from Serratia sp. T241, Lactobacillus brevis, and Vitreoscilla, respectively. The new biocatalyst of E. coli/pET-mbdh-nox-vgb was developed and the bioconversion conditions were optimized. Under the optimal conditions, 86.74 g/l of (3R)-AC with the productivity of 3.61 g/l/h and the stereoisomeric purity of 97.89% was achieved from 93.73 g/l meso-2,3-BD using the whole-cell biocatalyst. The yield and productivity were new records for (3R)-AC production. The results exhibit the industrial potential for (3R)-AC production via whole-cell biocatalysis.
Abstract
Acetoin (AC) is a volatile platform compound with various potential industrial applications. AC contains two stereoisomeric forms: (3S)-AC and (3R)-AC. Optically pure AC is an important potential intermediate and widely used as a precursor to synthesize novel optically active materials. In this study, chiral (3R)-AC production from meso-2,3-butanediol (meso-2,3- BD) was obtained using recombinant Escherichia coli cells co-expressing meso-2,3-butanediol dehydrogenase (meso-2,3-BDH), NADH oxidase (NOX), and hemoglobin protein (VHB) from Serratia sp. T241, Lactobacillus brevis, and Vitreoscilla, respectively. The new biocatalyst of E. coli/pET-mbdh-nox-vgb was developed and the bioconversion conditions were optimized. Under the optimal conditions, 86.74 g/l of (3R)-AC with the productivity of 3.61 g/l/h and the stereoisomeric purity of 97.89% was achieved from 93.73 g/l meso-2,3-BD using the whole-cell biocatalyst. The yield and productivity were new records for (3R)-AC production. The results exhibit the industrial potential for (3R)-AC production via whole-cell biocatalysis.
참고문헌 (35)
- Sun JA, "Enhanced acetoin production by Serratia marcescens H32 with expression of a water-forming NADH oxidase", Bioresour. Technol, 119, pp.94~98 (2012)
- Zhang LJ, "Biotechnological production of acetoin, a bio-based platform chemical, from a lignocellulosic resource by metabolically engineered Enterobacter cloacae", Green Chem, 18, pp.1560~1570 (2016)
- Zhang LY, "Efficient acetoin production by optimization of medium components and oxygen supply control using a newly isolated Paenibacillus polymyxa CS107", J. Chem. Technol. Biotechnol, 87, pp.1551~1557 (2012)
- Wang XQ, "Efficient bioconversion of 2,3-butanediol into acetoin using Gluconobacter oxydans DSM 2003", Biotechnol. Biofuels, 6, pp.155~ (2013)
- Xiao ZJ, "A novel whole-cell biocatalyst with NAD+ regeneration for production of chiral chemicals", PLoS One, 5, pp.e8860~ (2010)
- Hilmi A, "Electrocatalytic oxidation of aliphatic diols Part V. Electro-oxidation of butanediols on platinum based electrodes", J. Electroanal. Chem, 435, pp.69~75 (1997)
- Slipszenko J, "Enantioselective hydrogenation: V. Hydrogenation of butane-2,3-dione and of 3-hydroxybutan-2-one catalysed by cinchona-modified platinum", J. Catal, 179, pp.267~276 (1998)
- Dai JY, "High acetoin production by a newly isolated marine Bacillus subtilis strain with low requirement of oxygen supply", Process Biochem, 11, pp.1730~1734 (2015)
- Gao C, "Production of (3S)-acetoin from diacetyl by using stereoselective NADPH-dependent carbonyl reductase and glucose dehydrogenase", Bioresour. Technol, 137, pp.111~115 (2013)
- Kochius S, "Enantioselective enzymatic synthesis of the α-hydroxy ketone (R)-acetoin from meso-2,3-butanediol", J. Mol. Catal. B Enzym, 103, pp.61~66 (2014)
- Tolasch T, "(R)-Acetoin-female sex pheromone of the summer chafer Amphimallon solstitiale (L.)", J. Chem. Ecol, 4, pp.1045~1050 (2003)
- Gao J, "Production of S-acetoin from diacetyl by Escherichia coli transformant cells that express the diacetyl reductase gene of Paenibacillus polymyxa ZJ-9", Lett. Appl. Microbiol, 57, pp.274~281 (2013)
- Qiyang He, "Biodiesel Production: Utilization of Loofah Sponge to Immobilize Rhizopus chinensis CGMCC #3.0232 Cells as a Whole-Cell Biocatalyst", Journal of Microbiology and Biotechnology, 26(7), pp.1278~1284 (2016), 한국미생물·생명공학회[DOI]
- Seockmo Ku, "Whole-Cell Biocatalysis for Producing Ginsenoside Rd from Rb1 Using Lactobacillus rhamnosus GG", Journal of Microbiology and Biotechnology, 26(7), pp.1206~1215 (2016), 한국미생물·생명공학회[DOI]
- Qingzhi Li, "Asymmetric Bioconversion of Acetophenone in Nano-Sized Emulsion Using Rhizopus oryzae", Journal of Microbiology and Biotechnology, 26(1), pp.72~79 (2016), 한국미생물·생명공학회[DOI]
- Wang Z, "Characterization of a stereospecific acetoin (diacetyl)reductase from Rhodococcus erythropolis WZ010 and its application for the synthesis of (2S,3S)-2,3-butanediol", Appl. Microbiol. Biotechnol, 2, pp.641~650 (2014)
- Nicholson W., "The Bacillus subtilis ydjL (bdhA) gene encodes acetoin reductase", 2,3-butanediol dehydrogenase, 2008, pp.22, 6832~6838
- Yu B, "Novel (2R,3R)-2,3-butanediol dehydrogenase from potential industrial strain Paenibacillus polymyxa ATCC 12321", Appl. Environ. Microbiol, 77, pp.4230~4233 (2011)
- Chen C, "Mechanism of 2,3-butanediol stereoisomer formation in Klebsiella pneumoniae", Appl. Microbiol. Biotechnol, 10, pp.4603~4613 (2014)
- Li LX, "A newly isolated Bacillus licheniformis strain thermophilically produces 2,3-butanediol, a platform and fuel bio-chemical", Biotechnol. Biofuels, 6, pp.123~ (2013)
- Wang Y, "Glycerol dehydrogenase plays a dual role in glycerol metabolism and 2,3-butanediol formation in Klebsiella pneumoniae", J. Biol. Chem, 9, pp.6080~6090 (2014)
- Zhang LY, "Cloning, expression and characterization of glycerol dehydrogenase involved in 2,3-butanediol formation in Serratia marcescens H30", J. Ind. Microbiol. Biotechnol, 41, pp.1319~1327 (2014)
- Yamada-Onodera K, "Expression of the gene of glycerol dehydrogenase from Hansenula polymorpha Dl-1 in Escherichia coli for the production of chiral compounds", Acta Biotechnol, 22, pp.355~362 (2002)
- Zhang GL, "Cloning, expression and characterization of meso-2,3-butanediol dehydrogenase from Klebsiella pneumoniae", Biotechnol. Lett, 34, pp.1519~1523 (2012)
- Zhang LY, "Mechanism of 2,3-butanediol stereoisomers formation in a newly isolated Serratia sp. T241", Sci. Rep, 6, pp.19257~ (2016)
- Ma CQ, "Enhanced 2,3-butanediol production by Klebsiella pneumoniae SDM", Appl. Microbiol. Biotechnol, 1, pp.49~57 (2009)
- Zhang LY, "Microbial production of 2,3-butanediol by a mutagenized strain of Serratia marcescens H30", Bioresour. Technol, 101, pp.1961~1967 (2010)
- Liu CH, "Preparation of functionalized graphene oxide nanocomposites for covalent immobilization of NADH oxidase", Nanosci. Nanotechnol. Lett, 8, pp.164~167 (2016)
- Xu QM, "Metabolic engineering of Escherichia coli for efficient production of (3R)-acetoin", J. Chem. Technol. Biotechnol, 90, pp.93~100 (2015)
- Zhang LY, "A new NAD(H)-dependent meso-2,3-butanediol dehydrogenase from an industrially potential strain Serratia marcescens H30", Appl. Microbiol. Biotechnol, 98, pp.1175~1184 (2014)
- Geueke B, "NADH oxidase from Lactobacillus brevis: a new catalyst for the regeneration of NAD", Enzyme Microb. Technol, 32, pp.205~211 (2003)
- Bao T, "Efficient whole-cell biocatalyst for acetoin production with NAD+ regeneration system through homologous coexpression of 2,3-butanediol dehydrogenase and NADH oxidase in engineered Bacillus subtilis", PLoS One, 7, pp.e102951~ (2014)
- Horng YT, "Enhanced polyhydroxybutyrate (PHB) production via the coexpressed phaCAB and vgb genes controlled by arabinose P promoter in Escherichia coli", Lett. Appl. Microbiol, 50, pp.158~167 (2010)
- Geckil H, "Enhanced production of acetoin and butanediol in recombinant Enterobacter aerogenes carrying Vitreoscilla hemoglobin gene", Bioprocess Biosyst. Eng, 26, pp.325~330 (2004)
- Zhu H, "Enhanced production of total flavones and exopolysaccharides via Vitreoscilla hemoglobin biosynthesis in Phellinus igniarius", Bioresour. Technol, 102, pp.1747~1751 (2011)