메뉴 건너뛰기




Volumn 5, Issue 1, 2016, Pages 65-73

Metabolic Engineering toward Sustainable Production of Nylon-6

(20)  Turk, Stefan C H J a   Kloosterman, Wigard P a,b   Ninaber, Dennis K a,c   Kolen, Karin P A M a   Knutova, Julia a   Suir, Erwin a,d   Schürmann, Martin e   Raemakers Franken, Petronella C e   Müller, Monika e   De Wildeman, Stefaan M A e   Raamsdonk, Leonie M a   Van Der Pol, Ruud a   Wu, Liang a   Temudo, Margarida F a   Van Der Hoeven, Rob A M a   Akeroyd, Michiel a   Van Der Stoel, Roland E f   Noorman, Henk J a   Bovenberg, Roel A L a,g   Trefzer, Axel C a,h  


Author keywords

6 aminocaproic acid; adipate; caprolactam; metabolic engineering; nylon 6; ketopimelate

Indexed keywords

2 OXOGLUTARIC ACID; ALDEHYDE DEHYDROGENASE; AMINOCAPROIC ACID; AMINOTRANSFERASE; CARBOXYLYASE; NYLON; NYLON 6; UNCLASSIFIED DRUG; ADIPIC ACID; ADIPIC ACID DERIVATIVE; CAPROLACTAM; HOMOCITRIC ACID; PIMELIC ACID DERIVATIVE; POLYMER; TRICARBOXYLIC ACID;

EID: 84954409658     PISSN: None     EISSN: 21615063     Source Type: Journal    
DOI: 10.1021/acssynbio.5b00129     Document Type: Article
Times cited : (95)

References (46)
  • 1
    • 84901311583 scopus 로고    scopus 로고
    • Chemical fibres in global and Russian markets in 2012
    • Aizenshtein, E.-M. (2014) Chemical fibres in global and Russian markets in 2012 Fibre Chem. 45 (6) 329-335 10.1007/s10692-014-9538-0
    • (2014) Fibre Chem. , vol.45 , Issue.6 , pp. 329-335
    • Aizenshtein, E.-M.1
  • 2
    • 36248991352 scopus 로고    scopus 로고
    • Producing bio-based bulk chemicals using industrial biotechnology saves energy and combats climate change
    • Hermann, B.-G., Blok, K., and Patel, M.-K. (2007) Producing bio-based bulk chemicals using industrial biotechnology saves energy and combats climate change Environ. Sci. Technol. 41, 7915-7921 10.1021/es062559q
    • (2007) Environ. Sci. Technol. , vol.41 , pp. 7915-7921
    • Hermann, B.-G.1    Blok, K.2    Patel, M.-K.3
  • 4
    • 36148935215 scopus 로고    scopus 로고
    • Metabolic Engineering of Corynebacterium glutamicum for Cadaverine
    • Mimitsuka, T., Sawai, H., Hatsu, M., and Yamada, K. (2007) Metabolic Engineering of Corynebacterium glutamicum for Cadaverine Biosci., Biotechnol., Biochem. 71, 2130-2135 10.1271/bbb.60699
    • (2007) Biosci., Biotechnol., Biochem. , vol.71 , pp. 2130-2135
    • Mimitsuka, T.1    Sawai, H.2    Hatsu, M.3    Yamada, K.4
  • 6
    • 70350508288 scopus 로고    scopus 로고
    • Metabolic engineering of Escherichia coli for the production of putrescine: A four carbon diamine
    • Qian, Z., Xia, X., and Lee, S.-Y. (2009) Metabolic engineering of Escherichia coli for the production of putrescine: A four carbon diamine Biotechnol. Bioeng. 104, 651-662 10.1002/bit.22502
    • (2009) Biotechnol. Bioeng. , vol.104 , pp. 651-662
    • Qian, Z.1    Xia, X.2    Lee, S.-Y.3
  • 7
    • 84867586056 scopus 로고    scopus 로고
    • Bio-based adipic acid from renewable oils
    • Beardslee, T. and Picataggio, S. (2012) Bio-based adipic acid from renewable oils Lipid Technol. 24 (10) 223-225 10.1002/lite.201200230
    • (2012) Lipid Technol. , vol.24 , Issue.10 , pp. 223-225
    • Beardslee, T.1    Picataggio, S.2
  • 8
    • 84898657924 scopus 로고    scopus 로고
    • Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxyhydration
    • Li, X., Wu, D., Lu, T., Yi, G., Su, H., and Zhang, Y. (2014) Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxyhydration Angew. Chem., Int. Ed. 53, 4200-4204 10.1002/anie.201310991
    • (2014) Angew. Chem., Int. Ed. , vol.53 , pp. 4200-4204
    • Li, X.1    Wu, D.2    Lu, T.3    Yi, G.4    Su, H.5    Zhang, Y.6
  • 9
    • 84905216614 scopus 로고    scopus 로고
    • Catalytic conversion of γ-valerolactone to ε-Caprolactam: Towards nylon from renewable feedstock
    • Raoufmoghaddam, S., Rood, M., Buijze, F., Drent, E., and Bouwman, E. (2014) Catalytic conversion of γ-valerolactone to ε-Caprolactam: Towards nylon from renewable feedstock ChemSusChem 7, 1984-1990 10.1002/cssc.201301397
    • (2014) ChemSusChem , vol.7 , pp. 1984-1990
    • Raoufmoghaddam, S.1    Rood, M.2    Buijze, F.3    Drent, E.4    Bouwman, E.5
  • 10
    • 84881028723 scopus 로고    scopus 로고
    • Towards biotechnological production of adipic acid and precursors from biorenewables
    • Polen, T., Spelberg, M., and Bott, M. (2013) Towards biotechnological production of adipic acid and precursors from biorenewables J. Biotechnol. 167, 75-84 10.1016/j.jbiotec.2012.07.008
    • (2013) J. Biotechnol. , vol.167 , pp. 75-84
    • Polen, T.1    Spelberg, M.2    Bott, M.3
  • 11
    • 82755189684 scopus 로고    scopus 로고
    • Microbial production of building block chemicals and polymers
    • Lee, J.-W., Kim, H. U., Choi, S., Yi, J., and Lee, S.-Y. (2011) Microbial production of building block chemicals and polymers Curr. Opin. Biotechnol. 22, 758-767 10.1016/j.copbio.2011.02.011
    • (2011) Curr. Opin. Biotechnol. , vol.22 , pp. 758-767
    • Lee, J.-W.1    Kim, H.U.2    Choi, S.3    Yi, J.4    Lee, S.-Y.5
  • 12
    • 0036010273 scopus 로고    scopus 로고
    • Benzene-free synthesis of adipic acid
    • Niu, W., Draths, K.-M., and Frost, J.-W. (2002) Benzene-free synthesis of adipic acid Biotechnolog. Prog. 18, 201-211 10.1021/bp010179x
    • (2002) Biotechnolog. Prog. , vol.18 , pp. 201-211
    • Niu, W.1    Draths, K.-M.2    Frost, J.-W.3
  • 13
    • 34547405605 scopus 로고    scopus 로고
    • Synthesis of caprolactam from lysine
    • Patent application
    • Frost, J.-W. (2005) Synthesis of caprolactam from lysine. Patent application WO2005123669.
    • (2005)
    • Frost, J.-W.1
  • 14
    • 0005917469 scopus 로고
    • By acid or base catalysed hydrolysis of the ε-protecting group 6-AHEA is obtained
    • Bory, S., Gaudry, M., and Marquet, A. (1986) By acid or base catalysed hydrolysis of the ε-protecting group 6-AHEA is obtained Nouv. J. Chim. 10, 709-713
    • (1986) Nouv. J. Chim. , vol.10 , pp. 709-713
    • Bory, S.1    Gaudry, M.2    Marquet, A.3
  • 16
    • 84924777639 scopus 로고    scopus 로고
    • Catalytic routes towards acrylic acid, adipic acid and ε-caprolactam starting from biorenewables
    • Beerthuis, R., Rothenberg, G., and Shiju, N. R. (2015) Catalytic routes towards acrylic acid, adipic acid and ε-caprolactam starting from biorenewables Green Chem. 17, 1341-1361 10.1039/C4GC02076F
    • (2015) Green Chem. , vol.17 , pp. 1341-1361
    • Beerthuis, R.1    Rothenberg, G.2    Shiju, N.R.3
  • 17
    • 84887618970 scopus 로고    scopus 로고
    • Advances in metabolic pathway and strain engineering paving the way for sustainable production of chemical building blocks
    • Chen, Y. and Nielsen, J. (2013) Advances in metabolic pathway and strain engineering paving the way for sustainable production of chemical building blocks Curr. Opin. Biotechnol. 24, 965-972 10.1016/j.copbio.2013.03.008
    • (2013) Curr. Opin. Biotechnol. , vol.24 , pp. 965-972
    • Chen, Y.1    Nielsen, J.2
  • 18
    • 46549087174 scopus 로고    scopus 로고
    • Importance of systems biology in engineering microbes for biofuel production
    • Mukhopadhyay, A., Redding, A.-M., Rutherford, B.-J., and Keasling, J.-D. (2008) Importance of systems biology in engineering microbes for biofuel production Curr. Opin. Biotechnol. 19 (3) 228-234 10.1016/j.copbio.2008.05.003
    • (2008) Curr. Opin. Biotechnol. , vol.19 , Issue.3 , pp. 228-234
    • Mukhopadhyay, A.1    Redding, A.-M.2    Rutherford, B.-J.3    Keasling, J.-D.4
  • 19
    • 57049150206 scopus 로고    scopus 로고
    • Selection and optimization of microbial hosts for biofuels production
    • Fischer, C.-R., Klein-Marcuschamer, D., and Stephanopoulos, G. (2008) Selection and optimization of microbial hosts for biofuels production Metab. Eng. 10 (6) 295-304 10.1016/j.ymben.2008.06.009
    • (2008) Metab. Eng. , vol.10 , Issue.6 , pp. 295-304
    • Fischer, C.-R.1    Klein-Marcuschamer, D.2    Stephanopoulos, G.3
  • 20
    • 0033791268 scopus 로고    scopus 로고
    • Biodegration of nylon oligomers
    • Negoro, S. (2000) Biodegration of nylon oligomers Appl. Microbiol. Biotechnol. 54, 461-466 10.1007/s002530000434
    • (2000) Appl. Microbiol. Biotechnol. , vol.54 , pp. 461-466
    • Negoro, S.1
  • 21
    • 0035490405 scopus 로고    scopus 로고
    • Cloning and Genetic characterization of dca Genes Required for β-Oxidation of Straight-Chain Dicarboxylic Acids in Acinetobacter sp. Strain ADP1
    • Parke, D., Garcia, M.-A., and Ornston, L.-N. (2001) Cloning and Genetic characterization of dca Genes Required for β-Oxidation of Straight-Chain Dicarboxylic Acids in Acinetobacter sp. Strain ADP1 App and Environm. Microbiol. 67 (10) 4817-4827 10.1128/AEM.67.10.4817-4827.2001
    • (2001) App and Environm. Microbiol. , vol.67 , Issue.10 , pp. 4817-4827
    • Parke, D.1    Garcia, M.-A.2    Ornston, L.-N.3
  • 22
    • 84857192122 scopus 로고    scopus 로고
    • Computational tools for the synthetic design of biochemical pathways
    • Medema, M.-H., van Raaphorst, R., Takano, E., and Breitling, R. (2012) Computational tools for the synthetic design of biochemical pathways Nat. Rev. Microbiol. 10, 191-202 10.1038/nrmicro2717
    • (2012) Nat. Rev. Microbiol. , vol.10 , pp. 191-202
    • Medema, M.-H.1    Van Raaphorst, R.2    Takano, E.3    Breitling, R.4
  • 23
    • 84954407703 scopus 로고    scopus 로고
    • Enzymatic preparation of 6-aminocaproic acid from α-ketopimelic acid using a combination of recombinant decarboxylases and aminotransferases
    • Patent application
    • Raemakers-Franken, P.-C., Schürmann, M., Trefzer, A., and de Wildeman, S.-M.-A. (2009) Enzymatic preparation of 6-aminocaproic acid from α-ketopimelic acid using a combination of recombinant decarboxylases and aminotransferases. Patent application WO20090013855.
    • (2009)
    • Raemakers-Franken, P.-C.1    Schürmann, M.2    Trefzer, A.3    De Wildeman, S.-M.-A.4
  • 25
    • 0032516466 scopus 로고    scopus 로고
    • α-keto Acid chain elongation reactions involved in the biosynthesis of coenzyme B (7-mercaptoheptanoyl threonine phosphate) in Methanogenic Archaea
    • Howell, D.-M., Harich, K., Xu, H., and White, R.-H. (1998) α-keto Acid chain elongation reactions involved in the biosynthesis of coenzyme B (7-mercaptoheptanoyl threonine phosphate) in Methanogenic Archaea Biochemistry 37, 10108-10117 10.1021/bi980662p
    • (1998) Biochemistry , vol.37 , pp. 10108-10117
    • Howell, D.-M.1    Harich, K.2    Xu, H.3    White, R.-H.4
  • 26
    • 57649198304 scopus 로고    scopus 로고
    • Methanogen homoaconitase catalyzes both hydrolyse reactions in Coenzyme B Biosynthesis
    • Drevland, R.-M., Jia, Y., Palmer, D.-R.-J., and Graham, D.-E. (2008) Methanogen homoaconitase catalyzes both hydrolyse reactions in Coenzyme B Biosynthesis J. Biol. Chem. 283, 28888-28896 10.1074/jbc.M802159200
    • (2008) J. Biol. Chem. , vol.283 , pp. 28888-28896
    • Drevland, R.-M.1    Jia, Y.2    Palmer, D.-R.-J.3    Graham, D.-E.4
  • 27
    • 34250375658 scopus 로고    scopus 로고
    • Enzymology and evolution of the pyruvate pathway to 2-oxobutyrate in methanocaldococcus jannaschii
    • Drevland, R.-M., Waheed, A., and Graham, D.-E. (2007) Enzymology and evolution of the pyruvate pathway to 2-oxobutyrate in methanocaldococcus jannaschii J. Bacteriol. 189, 4391-4400 10.1128/JB.00166-07
    • (2007) J. Bacteriol. , vol.189 , pp. 4391-4400
    • Drevland, R.-M.1    Waheed, A.2    Graham, D.-E.3
  • 28
    • 0033881465 scopus 로고    scopus 로고
    • Identification of enzymes homologous to isocitrate dehydrogenase that are involved in coenzyme B and Leucine biosynthesis in Methanoarchaea
    • Howell, D.-M., Graupner, M., Xu, H., and White, R.-H. (2000) Identification of enzymes homologous to isocitrate dehydrogenase that are involved in coenzyme B and Leucine biosynthesis in Methanoarchaea J. Bacteriol. 182, 5013-5016 10.1128/JB.182.17.5013-5016.2000
    • (2000) J. Bacteriol. , vol.182 , pp. 5013-5016
    • Howell, D.-M.1    Graupner, M.2    Xu, H.3    White, R.-H.4
  • 29
    • 0005151689 scopus 로고
    • Biosynthesis of amino acids and related compounds
    • 3rd ed. (Greenberg, D. M. Ed.) Academic Press, New York
    • Rodwell, V.-W. (1969) Biosynthesis of amino acids and related compounds, in Metabolic Pathways, 3rd ed. (Greenberg, D. M., Ed.) Vol. 3, pp 317-373, Academic Press, New York.
    • (1969) Metabolic Pathways , vol.3 , pp. 317-373
    • Rodwell, V.-W.1
  • 31
    • 12244283725 scopus 로고    scopus 로고
    • Identification, cloning, and characterization of a lactococcus lactis Branched-chain α-keto acid decarboxylase involved in flavor formation
    • Smit, B.-A., van Hylckama Vlieg, E.-T., Engels, W.-J.-M., Meijer, L., Wouters, J.-T.-M., and Smit, G. (2005) Identification, cloning, and characterization of a lactococcus lactis Branched-chain α-keto acid decarboxylase involved in flavor formation Applied and environmental microbiol. 71, 303-311 10.1128/AEM.71.1.303-311.2005
    • (2005) Applied and Environmental Microbiol. , vol.71 , pp. 303-311
    • Smit, B.-A.1    Van Hylckama Vlieg, E.-T.2    Engels, W.-J.-M.3    Meijer, L.4    Wouters, J.-T.-M.5    Smit, G.6
  • 32
    • 0031731648 scopus 로고    scopus 로고
    • Novel biosynthetic approaches to the production of unnatural amino acids using transaminases
    • Taylor, P., Pantaleone, D.-P., Senkpeil, R.-F., and Fotheringham, I.-G. (1998) Novel biosynthetic approaches to the production of unnatural amino acids using transaminases Trends Biotechnol. 16 (10) 412-418 10.1016/S0167-7799(98)01240-2
    • (1998) Trends Biotechnol. , vol.16 , Issue.10 , pp. 412-418
    • Taylor, P.1    Pantaleone, D.-P.2    Senkpeil, R.-F.3    Fotheringham, I.-G.4
  • 33
    • 25844473249 scopus 로고    scopus 로고
    • Exchanging the substrate specificities of pyruvate decarboxylase from Zymomonas mobilis and benzoylformate decarboxylase from Pseudomonas putida
    • Siegert, P., McLeish, M.-J., Baumann, M., Iding, H., Kneen, M.-M., Kenyon, G.-L., and Pohl, M. (2005) Exchanging the substrate specificities of pyruvate decarboxylase from Zymomonas mobilis and benzoylformate decarboxylase from Pseudomonas putida Protein Eng., Des. Sel. 18, 345-357 10.1093/protein/gzi035
    • (2005) Protein Eng., Des. Sel. , vol.18 , pp. 345-357
    • Siegert, P.1    McLeish, M.-J.2    Baumann, M.3    Iding, H.4    Kneen, M.-M.5    Kenyon, G.-L.6    Pohl, M.7
  • 34
    • 0032007853 scopus 로고    scopus 로고
    • Strategies for optimizing heterologous protein expression in Escherichia coli
    • Hannig, G. and Makrides, S.-C. (1998) Strategies for optimizing heterologous protein expression in Escherichia coli Trends Biotechnol. 16 (2) 54-60 10.1016/S0167-7799(97)01155-4
    • (1998) Trends Biotechnol. , vol.16 , Issue.2 , pp. 54-60
    • Hannig, G.1    Makrides, S.-C.2
  • 35
    • 80051624900 scopus 로고    scopus 로고
    • Deep and Highly Sensitive Proteome Coverage by LC-MS/MS Without Prefractionation
    • Thakur, S.-S., Geiger, T., Chatterjee, B., Bandilla, P., Frölich, F., Cox, J., and Mann, M. (2011) Deep and Highly Sensitive Proteome Coverage by LC-MS/MS Without Prefractionation Mol. Cell. Proteomics 10 (8) M110.003699 10.1074/mcp.M110.003699
    • (2011) Mol. Cell. Proteomics , vol.10 , Issue.8 , pp. M110003699
    • Thakur, S.-S.1    Geiger, T.2    Chatterjee, B.3    Bandilla, P.4    Frölich, F.5    Cox, J.6    Mann, M.7
  • 36
    • 33846165487 scopus 로고    scopus 로고
    • Absolute protein expression profiling estimates the relative contributions of transcriptional and translational regulation
    • Lu, P., Vogel, C., Wang, R., Yao, X., and Marcotte, E.-M. (2007) Absolute protein expression profiling estimates the relative contributions of transcriptional and translational regulation Nat. Biotechnol. 25, 117-124 10.1038/nbt1270
    • (2007) Nat. Biotechnol. , vol.25 , pp. 117-124
    • Lu, P.1    Vogel, C.2    Wang, R.3    Yao, X.4    Marcotte, E.-M.5
  • 38
    • 0030885159 scopus 로고    scopus 로고
    • Purification of the Azotobacter vinelandii nifV-Encoded Homocitrate Synthase
    • Zheng, L., White, R.-H., and Dean, D.-R. (1997) Purification of the Azotobacter vinelandii nifV-Encoded Homocitrate Synthase J. Bacterial. 179, 5963-5966
    • (1997) J. Bacterial. , vol.179 , pp. 5963-5966
    • Zheng, L.1    White, R.-H.2    Dean, D.-R.3
  • 39
    • 0027968068 scopus 로고
    • CLUSTAL W: Improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice
    • Thompson, J.-D., Higgins, D.-G., and Gibson, T.-J. (1994) CLUSTAL W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice Nucleic Acids Res. 22, 4673-4680 10.1093/nar/22.22.4673
    • (1994) Nucleic Acids Res. , vol.22 , pp. 4673-4680
    • Thompson, J.-D.1    Higgins, D.-G.2    Gibson, T.-J.3
  • 40
    • 0037027824 scopus 로고    scopus 로고
    • Noninvasive measurement of dissolved oxygen in shake flask
    • Tolosa, L., Kostov, Y., Harms, P., and Rao, G. (2002) Noninvasive measurement of dissolved oxygen in shake flask Biotechnol. Bioeng. 80 (5) 594-597 10.1002/bit.10409
    • (2002) Biotechnol. Bioeng. , vol.80 , Issue.5 , pp. 594-597
    • Tolosa, L.1    Kostov, Y.2    Harms, P.3    Rao, G.4
  • 41
    • 0001457206 scopus 로고
    • Amino acid decarboxylation catalyzed by 2-Cyclohexen-1-One
    • Hashimoto, M., Eda, Y., Osanai, Y., Iwai, T., and Aoki, S. (1986) Amino acid decarboxylation catalyzed by 2-Cyclohexen-1-One Chem. Lett. 893-896 10.1246/cl.1986.893
    • (1986) Chem. Lett. , pp. 893-896
    • Hashimoto, M.1    Eda, Y.2    Osanai, Y.3    Iwai, T.4    Aoki, S.5
  • 43
    • 84954415580 scopus 로고    scopus 로고
    • Method for preparing alpha-ketopimelic acid by C1-elongation
    • Patent application
    • Trefzer, A. and Turk, S. (2012) Method for preparing alpha-ketopimelic acid by C1-elongation. Patent application WO2012031910.
    • (2012)
    • Trefzer, A.1    Turk, S.2
  • 44
    • 0028793123 scopus 로고
    • Four new derivatives of the broad-host-range cloning vector pBBR1MCS, carrying different antibiotic-resistance cassettes
    • Kovach, M. E., Elzer, P. H., Hill, D. S., Robertson, G. T., Farris, M. A., Roop, R. M., and Peterson, K. M. (1995) Four new derivatives of the broad-host-range cloning vector pBBR1MCS, carrying different antibiotic-resistance cassettes Gene 166, 175-176 10.1016/0378-1119(95)00584-1
    • (1995) Gene , vol.166 , pp. 175-176
    • Kovach, M.E.1    Elzer, P.H.2    Hill, D.S.3    Robertson, G.T.4    Farris, M.A.5    Roop, R.M.6    Peterson, K.M.7
  • 46
    • 0017184389 scopus 로고
    • A Rapid and Sensitive Method for the Quantitation of Microgram Quantities of Protein Utilizing the Principle of Protein-Dye Binding
    • Bradford, M.-M. (1976) A Rapid and Sensitive Method for the Quantitation of Microgram Quantities of Protein Utilizing the Principle of Protein-Dye Binding Anal. Biochem. 72, 248-254 10.1016/0003-2697(76)90527-3
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.-M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.