메뉴 건너뛰기




Volumn 28, Issue , 2015, Pages 202-212

Integrated engineering of β-oxidation reversal and ω-oxidation pathways for the synthesis of medium chain ω-functionalized carboxylic acids

Author keywords

Fuels and chemicals; Metabolic engineering; Synthetic biology; oxidation reversal; oxidation

Indexed keywords

BACTERIA; CARBON; CARBOXYLIC ACIDS; CHAINS; ENZYMES; GLYCEROL; METABOLIC ENGINEERING; SYNTHETIC FUELS;

EID: 84922980443     PISSN: 10967176     EISSN: 10967184     Source Type: Journal    
DOI: 10.1016/j.ymben.2015.01.007     Document Type: Article
Times cited : (126)

References (46)
  • 1
    • 0033871150 scopus 로고    scopus 로고
    • Genetic analysis of a gene cluster for cyclohexanol oxidation in Acinetobacter sp strain SE19 by in vitro transposition
    • Cheng Q., Thomas S.M., Kostichka K., Valentine J.R., Nagarajan V. Genetic analysis of a gene cluster for cyclohexanol oxidation in Acinetobacter sp strain SE19 by in vitro transposition. J. Bacteriol. 2000, 182:4744-4751.
    • (2000) J. Bacteriol. , vol.182 , pp. 4744-4751
    • Cheng, Q.1    Thomas, S.M.2    Kostichka, K.3    Valentine, J.R.4    Nagarajan, V.5
  • 2
    • 84896979155 scopus 로고    scopus 로고
    • In silico assessment of the metabolic capabilities of an engineered functional reversal of the β-oxidation cycle for the synthesis of longer-chain (C≥4) products
    • Cintolesi A., Clomburg J.M., Gonzalez R. In silico assessment of the metabolic capabilities of an engineered functional reversal of the β-oxidation cycle for the synthesis of longer-chain (C≥4) products. Metab. Eng. 2014, 23:100-115.
    • (2014) Metab. Eng. , vol.23 , pp. 100-115
    • Cintolesi, A.1    Clomburg, J.M.2    Gonzalez, R.3
  • 4
    • 84871673203 scopus 로고    scopus 로고
    • Anaerobic fermentation of glycerol: a platform for renewable fuels and chemicals
    • Clomburg J.M., Gonzalez R. Anaerobic fermentation of glycerol: a platform for renewable fuels and chemicals. Trends Biotechnol. 2013, 31:20-28.
    • (2013) Trends Biotechnol. , vol.31 , pp. 20-28
    • Clomburg, J.M.1    Gonzalez, R.2
  • 6
    • 0034612342 scopus 로고    scopus 로고
    • One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products
    • Datsenko K.A., Wanner B.L. One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products. Proc. Natl. Acad. Sci. USA 2000, 97:6640-6645.
    • (2000) Proc. Natl. Acad. Sci. USA , vol.97 , pp. 6640-6645
    • Datsenko, K.A.1    Wanner, B.L.2
  • 7
    • 80051941601 scopus 로고    scopus 로고
    • Engineered reversal of the β-oxidation cycle for the synthesis of fuels and chemicals
    • Dellomonaco C., Clomburg J.M., Miller E.N., Gonzalez R. Engineered reversal of the β-oxidation cycle for the synthesis of fuels and chemicals. Nature 2011, 476:355-359.
    • (2011) Nature , vol.476 , pp. 355-359
    • Dellomonaco, C.1    Clomburg, J.M.2    Miller, E.N.3    Gonzalez, R.4
  • 8
    • 0022819962 scopus 로고
    • Promoters of Escherichia coli - a hierarchy of in vivo strength indicates alternate structures
    • Deuschle U., Kammerer W., Gentz R., Bujard H. Promoters of Escherichia coli - a hierarchy of in vivo strength indicates alternate structures. EMBO J. 1986, 5:2987-2994.
    • (1986) EMBO J. , vol.5 , pp. 2987-2994
    • Deuschle, U.1    Kammerer, W.2    Gentz, R.3    Bujard, H.4
  • 9
    • 15744400448 scopus 로고    scopus 로고
    • A better global resolution function and a novel iterative stochastic search method for optimization of high-performance liquid chromatographic separation
    • Dharmadi Y., Gonzalez R. A better global resolution function and a novel iterative stochastic search method for optimization of high-performance liquid chromatographic separation. J. Chromatogr. A 2005, 1070:89-101.
    • (2005) J. Chromatogr. A , vol.1070 , pp. 89-101
    • Dharmadi, Y.1    Gonzalez, R.2
  • 10
    • 84861204284 scopus 로고    scopus 로고
    • Cost-benefit tradeoffs in engineered lac operons
    • Eames M., Kortemme T. Cost-benefit tradeoffs in engineered lac operons. Science 2012, 336:911-915.
    • (2012) Science , vol.336 , pp. 911-915
    • Eames, M.1    Kortemme, T.2
  • 11
    • 84856528019 scopus 로고    scopus 로고
    • Metabolic engineering of Escherichia coli for 1-butanol biosynthesis through the inverted aerobic fatty acid β-oxidation pathway
    • Gulevich A.Y., Skorokhodova A.Y., Sukhozhenko A.V., Shakulov R.S., Debabov V.G. Metabolic engineering of Escherichia coli for 1-butanol biosynthesis through the inverted aerobic fatty acid β-oxidation pathway. Biotechnol. Lett. 2012, 34:463-469.
    • (2012) Biotechnol. Lett. , vol.34 , pp. 463-469
    • Gulevich, A.Y.1    Skorokhodova, A.Y.2    Sukhozhenko, A.V.3    Shakulov, R.S.4    Debabov, V.G.5
  • 12
    • 81155158878 scopus 로고    scopus 로고
    • Phylogenetic and experimental characterization of an acyl-ACP thioesterase family reveals significant diversity in enzymatic specificity and activity
    • Jing F.Y., Cantu D.C., Tvaruzkova J., Chipman J.P., Nikolau B.J., Yandeau-Nelson M.D., Reilly P.J. Phylogenetic and experimental characterization of an acyl-ACP thioesterase family reveals significant diversity in enzymatic specificity and activity. BMC Biochem. 2011, 12:16.
    • (2011) BMC Biochem. , vol.12 , pp. 16
    • Jing, F.Y.1    Cantu, D.C.2    Tvaruzkova, J.3    Chipman, J.P.4    Nikolau, B.J.5    Yandeau-Nelson, M.D.6    Reilly, P.J.7
  • 13
    • 84866153909 scopus 로고    scopus 로고
    • Outer membrane protein alkl boosts biocatalytic oxyfunctionalization of hydrophobic substrates in Escherichia coli
    • Julsing M.K., Schrewe M., Cornelissen S., Hermann I., Schmid A., Bühler B. Outer membrane protein alkl boosts biocatalytic oxyfunctionalization of hydrophobic substrates in Escherichia coli. Appl. Environ. Microbiol. 2012, 78:5724-5733.
    • (2012) Appl. Environ. Microbiol. , vol.78 , pp. 5724-5733
    • Julsing, M.K.1    Schrewe, M.2    Cornelissen, S.3    Hermann, I.4    Schmid, A.5    Bühler, B.6
  • 15
    • 84894075072 scopus 로고    scopus 로고
    • Crystal structure and biochemical characterization of β-keto thiolase B from polyhydroxyalkanoate-producing bacterium Ralstonia eutropha H16
    • Kim E.J., Son H.F., Kim S., Ahn J.W., Kim K.J. Crystal structure and biochemical characterization of β-keto thiolase B from polyhydroxyalkanoate-producing bacterium Ralstonia eutropha H16. Biochem. Biophys. Res. Commun. 2014, 444:365-369.
    • (2014) Biochem. Biophys. Res. Commun. , vol.444 , pp. 365-369
    • Kim, E.J.1    Son, H.F.2    Kim, S.3    Ahn, J.W.4    Kim, K.J.5
  • 16
    • 58149383679 scopus 로고    scopus 로고
    • In vivo evolution of butane oxidation by terminal alkane hydroxylases AlkB and CYP153A6
    • Koch D.J., Chen M.M., van Beilen J.B., Arnold F.H. In vivo evolution of butane oxidation by terminal alkane hydroxylases AlkB and CYP153A6. Appl. Environ. Microbiol. 2009, 75:337-344.
    • (2009) Appl. Environ. Microbiol. , vol.75 , pp. 337-344
    • Koch, D.J.1    Chen, M.M.2    van Beilen, J.B.3    Arnold, F.H.4
  • 17
    • 0006665591 scopus 로고
    • Enzymatic ω-oxidation of fatty acids: I. Products of octanoate, decanoate, and laurate oxidation
    • Kusunose M., Kusunose E., Coon M.J. Enzymatic ω-oxidation of fatty acids: I. Products of octanoate, decanoate, and laurate oxidation. J. Biol. Chem. 1964, 239:1374-1380.
    • (1964) J. Biol. Chem. , vol.239 , pp. 1374-1380
    • Kusunose, M.1    Kusunose, E.2    Coon, M.J.3
  • 18
    • 84890806590 scopus 로고    scopus 로고
    • Engineering of Saccharomyces cerevisiae for the synthesis of short chain fatty acids
    • Leber C., Da Silva N.A. Engineering of Saccharomyces cerevisiae for the synthesis of short chain fatty acids. Biotechnol. Bioeng. 2014, 111:347-358.
    • (2014) Biotechnol. Bioeng. , vol.111 , pp. 347-358
    • Leber, C.1    Da Silva, N.A.2
  • 19
    • 84925666935 scopus 로고    scopus 로고
    • Reversal of the β-oxidation cycle in Saccharomyces cerevisiae for production of fuels and chemicals
    • Lian J., Zhao H. Reversal of the β-oxidation cycle in Saccharomyces cerevisiae for production of fuels and chemicals. ACS Synth. Biol. 2014, 10.1021/sb500243c.
    • (2014) ACS Synth. Biol.
    • Lian, J.1    Zhao, H.2
  • 20
    • 0030861452 scopus 로고    scopus 로고
    • Independent and tight regulation of transcriptional units in Escherichia coli via the LacR/O, the TetR/O and AraC/I-1-I-2 regulatory elements
    • Lutz R., Bujard H. Independent and tight regulation of transcriptional units in Escherichia coli via the LacR/O, the TetR/O and AraC/I-1-I-2 regulatory elements. Nucleic Acids Res. 1997, 25:1203-1210.
    • (1997) Nucleic Acids Res. , vol.25 , pp. 1203-1210
    • Lutz, R.1    Bujard, H.2
  • 21
    • 84865592819 scopus 로고    scopus 로고
    • A selection platform for carbon chain elongation using the CoA-dependent pathway to produce linear higher alcohols
    • Machado H.B., Dekishima Y., Luo H., Lan E.I., Liao J.C. A selection platform for carbon chain elongation using the CoA-dependent pathway to produce linear higher alcohols. Metab. Eng. 2012, 14:504-511.
    • (2012) Metab. Eng. , vol.14 , pp. 504-511
    • Machado, H.B.1    Dekishima, Y.2    Luo, H.3    Lan, E.I.4    Liao, J.C.5
  • 22
    • 84879184862 scopus 로고    scopus 로고
    • A platform pathway for production of 3-hydroxyacids provides a biosynthetic route to 3-hydroxy-gamma-butyrolactone
    • Martin C.H., Dhamankar H., Tseng H.C., Sheppard M.J., Reisch C.R., Prather K.L.J. A platform pathway for production of 3-hydroxyacids provides a biosynthetic route to 3-hydroxy-gamma-butyrolactone. Nat. Commun. 2013, 4:9.
    • (2013) Nat. Commun. , vol.4 , pp. 9
    • Martin, C.H.1    Dhamankar, H.2    Tseng, H.C.3    Sheppard, M.J.4    Reisch, C.R.5    Prather, K.L.J.6
  • 23
    • 84872767064 scopus 로고    scopus 로고
    • Efficient synthesis of l-lactic acid from glycerol by metabolically engineered Escherichia coli
    • Mazumdar S., Blankschien M.D., Clomburg J.M., Gonzalez R. Efficient synthesis of l-lactic acid from glycerol by metabolically engineered Escherichia coli. Microb. Cell Fact. 2013, 12:7.
    • (2013) Microb. Cell Fact. , vol.12 , pp. 7
    • Mazumdar, S.1    Blankschien, M.D.2    Clomburg, J.M.3    Gonzalez, R.4
  • 24
    • 0014939950 scopus 로고
    • Enzymatic ω-oxidation: IV. Purification and properties of the ω-hydroxylase of Pseudomonas oleovorans
    • McKenna E.J., Coon M.J. Enzymatic ω-oxidation: IV. Purification and properties of the ω-hydroxylase of Pseudomonas oleovorans. J. Biol. Chem. 1970, 245:3882-3889.
    • (1970) J. Biol. Chem. , vol.245 , pp. 3882-3889
    • McKenna, E.J.1    Coon, M.J.2
  • 25
    • 33744988346 scopus 로고    scopus 로고
    • Fast, easy and efficient: site-specific insertion of transgenes into enterobacterial chromosomes using Tn7 without need for selection of the insertion event
    • McKenzie G.J., Craig N.L. Fast, easy and efficient: site-specific insertion of transgenes into enterobacterial chromosomes using Tn7 without need for selection of the insertion event. BMC Microbiol. 2006, 6:7.
    • (2006) BMC Microbiol. , vol.6 , pp. 7
    • McKenzie, G.J.1    Craig, N.L.2
  • 26
    • 84892986056 scopus 로고    scopus 로고
    • Functional screening and in vitro analysis reveal thioesterases with enhanced substrate specificity profiles that improve short-chain fatty acid production in Escherichia coli
    • McMahon M.D., Prather K.L.J. Functional screening and in vitro analysis reveal thioesterases with enhanced substrate specificity profiles that improve short-chain fatty acid production in Escherichia coli. Appl. Environ. Microbiol. 2014, 80:1042-1050.
    • (2014) Appl. Environ. Microbiol. , vol.80 , pp. 1042-1050
    • McMahon, M.D.1    Prather, K.L.J.2
  • 27
    • 0003785155 scopus 로고
    • Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY
    • Miller J.H. Experiments in Molecular Genetics 1972, Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
    • (1972) Experiments in Molecular Genetics
    • Miller, J.H.1
  • 29
    • 84879409422 scopus 로고    scopus 로고
    • Novel CAD-like enzymes from Escherichia coli K-12 as additional tools in chemical production
    • Pick A., Ruhmann B., Schmid J., Sieber V. Novel CAD-like enzymes from Escherichia coli K-12 as additional tools in chemical production. Appl. Microbiol. Biotechnol. 2013, 97:5815-5824.
    • (2013) Appl. Microbiol. Biotechnol. , vol.97 , pp. 5815-5824
    • Pick, A.1    Ruhmann, B.2    Schmid, J.3    Sieber, V.4
  • 30
    • 84881028723 scopus 로고    scopus 로고
    • Toward biotechnological production of adipic acid and precursors from biorenewables
    • Polen T., Spelberg M., Bott M. Toward biotechnological production of adipic acid and precursors from biorenewables. J. Biotechnol. 2013, 167:75-84.
    • (2013) J. Biotechnol. , vol.167 , pp. 75-84
    • Polen, T.1    Spelberg, M.2    Bott, M.3
  • 31
    • 84907373911 scopus 로고    scopus 로고
    • Toward aldehyde and alkane production by removing aldehyde reductase activity in Escherichia coli
    • Rodriguez G.M., Atsumi S. Toward aldehyde and alkane production by removing aldehyde reductase activity in Escherichia coli. Metab. Eng. 2014, 25:227-237.
    • (2014) Metab. Eng. , vol.25 , pp. 227-237
    • Rodriguez, G.M.1    Atsumi, S.2
  • 33
    • 84255162182 scopus 로고    scopus 로고
    • Kinetic analysis of terminal and unactivated C-H bond oxyfunctionalization in fatty acid methyl esters by monooxygenase-based whole-cell biocatalysis
    • Schrewe M., Magnusson A.O., Willrodt C., Bühler B., Schmid A. Kinetic analysis of terminal and unactivated C-H bond oxyfunctionalization in fatty acid methyl esters by monooxygenase-based whole-cell biocatalysis. Adv. Synth. Catal. 2011, 353:3485-3495.
    • (2011) Adv. Synth. Catal. , vol.353 , pp. 3485-3495
    • Schrewe, M.1    Magnusson, A.O.2    Willrodt, C.3    Bühler, B.4    Schmid, A.5
  • 34
    • 84904319592 scopus 로고    scopus 로고
    • Reaction and catalyst engineering to exploit kinetically controlled whole-Cell multistep biocatalysis for terminal FAME oxyfunctionalization
    • Schrewe M., Julsing M.K., Lange K., Czarnotta E., Schmid A., Bühler B. Reaction and catalyst engineering to exploit kinetically controlled whole-Cell multistep biocatalysis for terminal FAME oxyfunctionalization. Biotechnol. Bioeng. 2014, 111:1820-1830.
    • (2014) Biotechnol. Bioeng. , vol.111 , pp. 1820-1830
    • Schrewe, M.1    Julsing, M.K.2    Lange, K.3    Czarnotta, E.4    Schmid, A.5    Bühler, B.6
  • 35
    • 84874256566 scopus 로고    scopus 로고
    • Multistep enzymatic synthesis of long-chain α,ω-dicarboxylic and ω-hydroxycarboxylic acids from renewable fatty acids and plant oils
    • Song J.W., Jeon E.Y., Song D.H., Jang H.Y., Bornscheuer U.T., Oh D.K., Park J.B. Multistep enzymatic synthesis of long-chain α,ω-dicarboxylic and ω-hydroxycarboxylic acids from renewable fatty acids and plant oils. Angew. Chem. Int. Ed. 2013, 52:2534-2537.
    • (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 2534-2537
    • Song, J.W.1    Jeon, E.Y.2    Song, D.H.3    Jang, H.Y.4    Bornscheuer, U.T.5    Oh, D.K.6    Park, J.B.7
  • 36
    • 84894177844 scopus 로고    scopus 로고
    • Transformation of biomass into commodity chemicals using enzymes or cells
    • Straathof A.J.J. Transformation of biomass into commodity chemicals using enzymes or cells. Chem. Rev. 2014, 114:1871-1908.
    • (2014) Chem. Rev. , vol.114 , pp. 1871-1908
    • Straathof, A.J.J.1
  • 37
    • 84897093985 scopus 로고    scopus 로고
    • Systems metabolic engineering design: fatty acid production as an emerging case study
    • Tee T.W., Chowdhury A., Maranas C.D., Shanks J.V. Systems metabolic engineering design: fatty acid production as an emerging case study. Biotechnol. Bioeng. 2014, 111:849-857.
    • (2014) Biotechnol. Bioeng. , vol.111 , pp. 849-857
    • Tee, T.W.1    Chowdhury, A.2    Maranas, C.D.3    Shanks, J.V.4
  • 40
    • 33846621913 scopus 로고    scopus 로고
    • Alkane hydroxylases involved in microbial alkane degradation
    • van Beilen J.B., Funhoff E.G. Alkane hydroxylases involved in microbial alkane degradation. Appl. Microbiol. Biotechnol. 2007, 74:13-21.
    • (2007) Appl. Microbiol. Biotechnol. , vol.74 , pp. 13-21
    • van Beilen, J.B.1    Funhoff, E.G.2
  • 41
    • 0028518694 scopus 로고
    • Substrate specificity of the alkane hydroxylase system of Pseudomonas oleovorans GPol
    • van Beilen J.B., Kingma J., Witholt B. Substrate specificity of the alkane hydroxylase system of Pseudomonas oleovorans GPol. Enzym. Microb. Technol. 1994, 16:904-911.
    • (1994) Enzym. Microb. Technol. , vol.16 , pp. 904-911
    • van Beilen, J.B.1    Kingma, J.2    Witholt, B.3
  • 42
    • 0034969905 scopus 로고    scopus 로고
    • Analysis of Pseudomonas putida alkane-degradation gene clusters and flanking insertion sequences: evolution and regulation of the alk genes
    • van Beilen J.B., Panke S., Lucchini S., Franchini A.G., Rothlisberger M., Witholt B. Analysis of Pseudomonas putida alkane-degradation gene clusters and flanking insertion sequences: evolution and regulation of the alk genes. Microbiology 2001, 147:1621-1630.
    • (2001) Microbiology , vol.147 , pp. 1621-1630
    • van Beilen, J.B.1    Panke, S.2    Lucchini, S.3    Franchini, A.G.4    Rothlisberger, M.5    Witholt, B.6
  • 43
    • 84922023905 scopus 로고    scopus 로고
    • Escherichia coli enoyl-acyl carrier protein reductase (FabI) supports efficient operation of a functional reversal of the β-oxidation cycle
    • Vick J.E., Clomburg J.M., Blankschien M.D., Chou A., Kim S., Gonzalez R. Escherichia coli enoyl-acyl carrier protein reductase (FabI) supports efficient operation of a functional reversal of the β-oxidation cycle. Appl. Environ. Microbiol. 2015, 81:1406-1416.
    • (2015) Appl. Environ. Microbiol. , vol.81 , pp. 1406-1416
    • Vick, J.E.1    Clomburg, J.M.2    Blankschien, M.D.3    Chou, A.4    Kim, S.5    Gonzalez, R.6
  • 45
    • 0025379301 scopus 로고
    • Bioconversions of aliphatic compounds by Pseudomonas oleovorans in multiphase bioreactors: background and economic potential
    • Witholt B., de Smet M.J., Kingma J., van Beilen J.B., Kok M., Lageveen R.G., Eggink G. Bioconversions of aliphatic compounds by Pseudomonas oleovorans in multiphase bioreactors: background and economic potential. Trends Biotechnol. 1990, 8:46-52.
    • (1990) Trends Biotechnol. , vol.8 , pp. 46-52
    • Witholt, B.1    de Smet, M.J.2    Kingma, J.3    van Beilen, J.B.4    Kok, M.5    Lageveen, R.G.6    Eggink, G.7
  • 46
    • 84901348905 scopus 로고    scopus 로고
    • Synthesis of polyhydroxyalkanoates from glucose that contain medium-chain-length monomers via the reversed fatty acid β-oxidation cycle in Escherichia coli
    • Zhuang Q., Wang Q., Liang Q., Qi Q. Synthesis of polyhydroxyalkanoates from glucose that contain medium-chain-length monomers via the reversed fatty acid β-oxidation cycle in Escherichia coli. Metab. Eng. 2014, 24:78-86.
    • (2014) Metab. Eng. , vol.24 , pp. 78-86
    • Zhuang, Q.1    Wang, Q.2    Liang, Q.3    Qi, Q.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.