Engineering microbial chemical factories to produce renewable "biomonomers"

Frontiers in Microbiology

Volumn 3, Issue AUG, 2012, Pages

  Adkins, Jake ^a   Pugh, Shawn ^a   McKenna, Rebekah ^a   Nielsen, David R ^a  

^a Arizona State University   (United States)

Author keywords

Bioplastics; Biopolymers; Metabolic engineering; Monomers

Indexed keywords

EID: 84875788751     PISSN: None     EISSN: 1664302X     Source Type: Journal    
DOI: 10.3389/fmicb.2012.00313     Document Type: Article

References (102)

1. Asada, Y., Miyake, M., Miyake, J., Kurane, R., and Tokiwa, Y. (1999). Photosynthetic accumulation of poly-(hydroxybutyrate) by cyanobacteria-the metabolism and potential for CO2 recycling. Int. I Biol. Macromol. 25, 37-42.
2. Atsumi, S., and Liao, J. C. (2008). Metabolic engineering for advanced biofuels production from Escherichia coli. Curr. Opin. Biotechnol. 19, 414-419.
3. Atsumi, S., Hanai, T., and Liao, J. C. (2008). Non-fermentative pathways for synthesis of branched-chain higher alcohols as biofuels. Nature 451, 86-89.
4. Bechthold, I., Bretz, K., Kabasci, S., Kopitzky, R., and Springer, A. (2008). Succinic acid: a new platform chemical for biobased polymers from renewable resources. Chem. Eng. Technol. 31, 647-654.
5. Bermudez, M., Leon, S., Aleman, C., and Munoz-Guerra, S. (2000). Comparison of lamellar crystal structure and morphology of nylon 46 and nylon 5. Polymer 41, 8961-8973.
6. Braunegg, G., Lefebvre, G., and Genser, K. F. (1998). Polyhydroxyalkanoates, biopolyesters from renewable resources: physiological and engineering aspects. J. Biotechnol. 65, 127-161.
7. Campbell, C. D., and Vederas, J. C. (2010). Biosynthesis of lovastatin and related metabolites formed by fungal iterative PKS enzymes. Biopolymers 93, 755-763.
8. Carothers, J. M., Goler, J. A., and Keasling, J. D. (2009). Chemical synthesis using synthetic biology. Curr. Opin. Biotechnol. 20, 498-503.
9. Celinska, E. (2010). Debottlenecking the 1, 3-propanediol pathway by metabolic engineering. Biotechnol. Adv. 28,519-530.
10. Celinska, E., and Grajek, W. (2009). Biotechnological production of 2, 3-butanediol-Current state and prospects. Biotechnol. Adv. 27, 715-725.
11. Chen, G. Q. (2009). A microbial polyhydroxyalkanoates (PHA) based bio-and materials industry. Chem. Soc. Rev. 38, 2434-2446.
12. Curran, K. A., and Alper, H. S. (2012). Expanding the chemical palate of cells by combining systems biology and metabolic engineering. Metab. Eng. 14, 289-297.
13. Czaja, W., Krystynowicz, A., Bielecki, S., and Brown, R. M. (2006). Microbial cellulose-the natural power to heal wounds. Biomaterials 27, 145-151.
14. Erickson, B., Nelson, and Winters, P. (2011). Perspective on opportunities in industrial biotechnology in renewable chemicals. Biotechnol. J. 7, 176-185.
15. Freedonia Group. (2009). World Bioplastics to 2013. Cleveland, OH: Freedonia.
16. Gao, H. J., Wu, Q., and Chen, G. Q. (2002). Enhanced production of D-(-)-3-hydroxybutyric acid by recombinant Escherichia coli. FEMS Microbiol. Lett. 213, 59-65.
17. Garg, S. K., and Jain, A. (1995). Fermentative production of 2, 3-butanediol-a review. Bioresour. Technol. 51, 103-109.
18. Global Industry Analysts. (2012). Plastics: A Global Outlook. San Jose, CA: GIA.
19. Haas, T., Jaeger, B., Weber, R., Mitchell, S. F., and King, C. F. (2005). New diol processes: 1, 3-propanediol and 1, 4-butanediol. Appl. Catal. A Gen. 280, 83-88.
20. Hoenich, N. (2006). Cellulose for medical applications: past, present, and future. Bioresources 1, 270-280.
21. Hu, Y. C., Zhan, N. N., Dou, C., Huang, H., Han, Y. W., Yu, D. H., and Hu, Y. (2010). Selective dehydration of bio-ethanol to ethylene catalyzed by lanthanum-phosphorous-modified HZSM-5, influence of the fusel. Biotechnol. J. 5, 1186-1191.
22. Igarashi, K., and Kashiwagi, K. (2000). Polyamines: mysterious modulators of cellular functions. Biochem. Biophys. Res. Commun. 271, 559-564.
23. Jiang, X., Meng, X., and Xian, M. (2009). Biosynthetic pathways for 3-hydroxypropionic acid production. Appl. Microbiol. Biotechnol. 82, 995-1003.
24. Ji, X. J., Huang, H., and Ouyang, P. K. (2011). Microbial 2, 3-butanediol production: a state-of-the-art review. Biotechnol. Adv. 29, 351-364.
25. Ji, X. J., Nie, Z. K., Li, Z. Y., Gao, Z., and Huang, H. (2010). Biotechnological production of 2, 3-butanediol. Prog. Chem. 22, 2450-2461.
26. Jung, Y. K., Kim, T. Y., Park, S. J., and Lee, S. Y (2010). Metabolic engineering of Escherichia coli for the production of polylactic acid and its copolymers. Biotechnol. Bioeng. 105, 161-171.
27. Keshavarz, T., and Roy, I. (2010). Polyhydroxyalkanoates: bioplastics with a green agenda. Curr. Opin. Microbiol. 13,321-326.
28. Kind, S., Jeong, W. K., Schroder, H., andWittmann, C. (2010a). Systems-wide metabolic pathway engineering in Corynebacterium glutam-icum for bio-based production of diaminopentane. Metab. Eng. 12, 341-351.
29. Kind, S., Jeong, W. K., Schroder, H., Zelder, O., and Wittmann, C. (2010b). Identification and elimination of the compet ing N-acetyldiaminopentane pathway for improved pro duction of diaminopentane by Corynebacterium glutamicum. Appl. Environ. Microbiol. 76, 5175-5180.
30. Kind, S., Kreye, S., and Wittmann, C. (2011). Metabolic engineering of cellular transport for overproduction of the platform chemical 1, 5-diaminopentane in Corynebacterium glutamicum. Metab. Eng. 13, 617-627.
31. Kind, S., and Wittmann, C. (2011). Biobased production of the platform chemical 1, 5-diaminopentane. Appl. Microbiol. Biotechnol. 91, 1287-1296.
32. Kosakai, Y., Soo Park, Y., and Okabe, M. (1997). Enhancement of L+-lactic acid production using mycelial flocs of Rhizopus oryzae. Biotechnol. Bioeng. 55,461-470.
33. Krystynowicz, A., Czaja, W., Wiktorowska-Jezierska, A., Goncalves-Miskiewicz, M., Turkiewicz, M., and Bielecki, S. (2002). Factors affecting the yield and properties of bacterial cellulose. J. Ind. Microbiol. Biotechnol. 29, 189-195.
34. Lee, J. W., Kim, H. U., Choi, S., Yi, J., and Lee, S. Y (2011a). Microbial production of building block chemicals and polymers. Curr. Opin. Biotechnol. 22, 758-767.
35. Lee, J. W., Kim, T. Y., Jang, Y S., Choi, S., and Lee, S. Y (2011b). Systems metabolic engineering for chemicals and materials. Trends Biotechnol. 29, 370-378.
36. Lee, J., Na, D., Park, J., Lee, J., Choi, S., and Lee, S. (2012). Systems metabolic engineering of microorganisms for natural and non-natural chemical. Nat. Chem. Biol. 8, 536-546.
37. Lee, S. Y., Choi, J. I., and Wong, H. H. (1999). Recent advances in polyhydroxyalkanoate production by bacterial fermentation: mini-review. Int. J. Biol. Macromol. 25, 31-36.
38. Le Vo, T., Kim, T., and Hong, S. (2012). Effects of glutamate decar-boxylase and gamma-aminobutyric acid (GABA) transporter on the bio-conversion of GABA in engineered Escherichia coli. Bioprocess Biosyst. Eng. 35, 645-650.
39. Leonard, E., Runguphan, W., O'Connor, S., and Prather, K. J. (2009). Opportunities in metabolic engineering to facilitate scalable alkaloid production. Nat. Chem. Biol. 5, 292-300.
40. Lunt, J. (1998). Large-scale production, properties and commercial applications of polylactic acid polymers. Polym. Degrad. Stabil. 59, 145-152.
41. Martens, J. H., Barg, H., Warren, M. J., and Jahn, D. (2002). Microbial production of vitamin B-12. Appl. Microbiol. Biotechnol. 58, 275-285.
42. Martin, C. H., Nielsen, D. R., Solomon, K. V., and Prather, K. L. J. (2009). Synthetic metabolism: engineering biology at the protein and pathway scales. Chem. Biol. 16, 277-286.
43. Mazumdar, S., Clomburg, J. M., and Gonzalez, R. (2010). Escherichia coli strains engineered for homofer-mentative production of D-lactic acid from glycerol. Appl. Environ. Microbiol. 76, 4327-4336.
44. McKenna, R., and Nielsen, D. R. (2011). Styrene biosynthesis from glucose by engineered E. coli. Metab. Eng. 13, 544-554.
45. Mendez-Perez, D., Begemann, M. B., and Pfleger, B. F. (2011). Modular synthase-encoding gene involved in alpha-olefin biosynthesis in Synechococcus sp. strain PCC (7002). Appl. Environ. Microbiol. 77, 4264-4267.
46. Mimitsuka, T., Sawai, H., Hatsu, M., and Yamada, K. (2007). Metabolic engineering of Corynebacterium glutamicum for cadaverine fermentation. Biosci. Biotechnol. Biochem. 71,2130-2135.
47. Nakamura, C. E., and Whited, G. M. (2003). Metabolic engineering for the microbial production of 1, 3-propanediol. Curr. Opin. Biotechnol. 14, 454-459.
48. Nexant Chem Systems. (2009). New Process Evaluation and Research Program: Nylon 6 and Nylon 6, 6. San Francisco, CA: Nexant.
49. Nielsen, D. R., Yoon, S. H., Yuan, C. J., and Prather, K. L. (2010). Metabolic engineering of acetoin and meso-2, 3-butanediol biosynthesis in E. coli. Biotechnol.J. 5, 274-284.
50. Niu, W., Draths, K. M., and Frost, J. W. (2002). Benzene-free synthesis of adipic acid. Biotechnol Prog. 18, 201-211.
51. Pawlowski, G., Dammel, R., Eckes, C., Lindley, C. R., Meier, W., Przybilla, K. J., Roschert, H., and Spiess, W. (1991). Substituted polyhy-droxystyrenes as matrix resins for chemically amplified deep uv resist materials. Microelectron. Eng. 13, 29-32.
52. Pei, L., Schmidt, M., and Wei, W. (2011). Conversion of biomass into bioplastics and their potential environmental impacts, in Biotechnology of Biopolymers, ed M. Elnashar (Rijeka, Croatia: InTech), 57-74.
53. Peralta-Yahya, P. P., and Keasling, J. D. (2010). Advanced biofuel production in microbes. Biotechnol.J. 5, 147-162.
54. Phillips, A. L. (2008). Bioplastics boom. Am. Sci. 96, 109.
55. Plastics Europe. (2011). Plastics Europe Market Research Group, Plastics-The Facts 2011. Brussels, Belgium: Plastics Europe.
56. Qian, Z. G., Xia, X. 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.
57. Qian, Z. G., Xia, X. X., and Lee, S. Y. (2011). Metabolic engineering of Escherichia coli for the production of cadaverine: a five carbon diamine. Biotechnol Bioeng. 108, 93-103.
58. Qi, W. W., Vannelli, T., Breinig, S., Ben-Bassat, A., Gatenby, A. A., Haynie, S. L., and Sariaslani, F. S. (2007). Functional expression of prokaryotic and eukaryotic genes in Escherichia coli for conversion of glucose to p-hydroxystyrene. Metab. Eng. 9, 268-276.
59. Rathnasingh, C., Raj, S. M., Jo, J. E., and Park, S. (2009). Development and evaluation of efficient recombi-nant Escherichia coli strains for the production of 3-hydroxypropionic acid from glycerol. Biotechnol. Bioeng. 104, 729-739.
60. Rathnasingh, C., Raj, S. M., Lee, Y., Catherine, C., Ashok, S., and Park, S. (2012). Production of 3-hydroxypropionic acid via malonyl-CoA pathway using recombinant Escherichia coli strains. J. Biotechnol. 157, 633-640.
61. Reddy, G., Altaf, M., Naveena, B. J., Venkateshwar, M., and Kumar, E. V. (2008). Amylolytic bacterial lactic acid fermentation-a review. Biotechnol Adv. 26, 22-34.
62. Reinecke, F., and Steinbuchel, A. (2009). Ralstonia eutropha strain H16 as model organism for PHA metabolism and for biotechno-logical production of technically interesting biopolymers. J. Mol. Microbiol Biotechnol. 16,91-108.
63. Revelles, O., Wittich, R.-M., and Ramos, J. L. (2007). Identification of the initial steps in d-lysine catabolism in Pseudomonas putida. J.Bacteriol. 189,2787-2792.
64. Ro, D. K., Paradise, E. M., Ouellet, M., Fisher, K. J., Newman, K. L., Ndungu, J. M., Ho, K. A., Eachus, R. A., Ham, T. S., Kirby, J., Chang, M. C., Withers, S. T., Shiba, Y., Sarpong, R., and Keasling, J. D. (2006). Production of the anti-malarial drug precursor artemisinic acid in engineered yeast. Nature 440, 940-943.
65. Rojas-Rosas, O., Villafana-Rojas, J., Lopez-Dellamary, F. A., Nungaray-Arellano, J., and Gonzalez-Reynoso, O. (2007). Production and characterization of polyhydroxyalkanoates in Pseudomonas aeruginosa ATCC (9027). from glucose, an unrelated carbon source. Can. J. Microbiol. 53, 840-851.
66. Ross, P., Mayer, R., and Benziman, M. (1991). Cellulose biosynthesis and function in bacteria. Microbiol Rev. 55, 35-58.
67. Rude, M. A., Baron, T. S., Brubaker, S., Alibhai, M., Del Cardayre, S. B., and Schirmer, A. (2011). Terminal olefin (1-alkene) biosynthesis by a novel p450 fatty acid decarboxylase from Jeotgalicoccus species. Appl Environ. Microbiol. 77, 1718-1727.
68. Sauer, M., Marx, H., and Mattanovich, D. (2008). Microbial production of 1, 3-propanediol. Recent Pat. Biotechnol. 2, 191-197.
69. Saxena, R. K., Anand, P., Saran, S., and Isar, J. (2009). Microbial production of 1, 3-propanediol: recent developments and emerging opportunities. Biotechnol Adv. 27, 895-913.
70. Schirmer, A., Rude, M. A., Li, X., Popova, E., and Del Cardayre, S. B. (2010). Microbial biosynthesis of alkanes. Science 329, 559-562.
71. Schneider, J., and Wendisch, V. (2010). Putrescine production by engineered Corynebacterium glutamicum. Appl Microbiol. Biotechnol. 88, 859-868.
72. Schubert, P., Steinbuchel, A., and Schlegel, H. G. (1988). Cloning of the Alcaligenes eutrophus genes for synthesis of poly-beta-hydroxybutyric acid (PHB) and synthesis of PHB in Escherichia coli. J. Bacteriol. 170, 5837-5847.
73. Singh, M., Patel, S. K. S., and Kalia, V. C. (2009). Bacillus subtilis as potential producer for polyhydroxyalkanoates. Microbial Cell Fact. 8, 38-48.
74. Smolke, C. D. (2009). The Metabolic Pathway Engineering Handbook Fundamentals. Boca Raton, FL: CRC Press/Taylor and Francis.
75. Sodergard, A., and Stolt, M. (2002). Properties of lactic acid based polymers and their correlation with composition. Prog. Polym. Sci. 27, 1123-1163.
76. Song, H., and Lee, S. Y (2006). Production of succinic acid by bacterial fermentation. Enzyme Microb. Technol. 39, 352-361.
77. Sri. (2010). Styrene. Access Intelligence LLC Inc.
78. Steen, E. J., Kang, Y., Bokinsky, G., Hu, Z., Schirmer, A., Mcclure, A., Del Cardayre, S. B., and Keasling, J. D. (2010). Microbial production of fatty-acid-derived fuels and chemicals from plant biomass. Nature 463, 559-562.
79. Straathof, A. J. J., Sie, S., Franco, T. T., and Van Der Wielen, L. A. M. (2005). Feasibility of acrylic acid production by fermentation. Appl. Microbiol Biotechnol. 67, 727-734.
80. Suthers, P. F., and Cameron, D.C. (2000). Production of 3-hydroxypropionic acid in recombinant organisms. US Patent 6852517.
81. Tabor, C. W., and Tabor, H. (1985). Polyamines in microorganisms. Microbiol Rev. 49,81-99.
82. Takahara, I., Saito, M., Inaba, M., and Murata, K. (2005). Dehydration of ethanol into ethylene over solid acid catalysts. Catal Lett. 105, 249-252.
83. Tateno, T., Okada, Y., Tsuchidate, T., Tanaka, T., Fukuda, H., and Kondo, A. (2009). Direct production of cadaverine from soluble starch using Corynebacterium glutamicum coexpressing alpha-amylase and lysine decarboxylase. Appl. Microbiol Biotechnol. 82, 115-121.
84. Thakker, C., Martinez, I., San, K. Y., and Bennett, G. N. (2012). Succinate production in Escherichia coli. Biotechnol.J. 7, 213-224.
85. Thompson, R. C., Swan, S. H., Moore, C. J., and Vom Saal, F. S. (2009). Our plastic age. Philos. Trans. R. Soc. B Biol Sci. 364, 1973-1976.
86. Thorball, V. (1967). Styrofoaman extruded polystyrene foam for low temperature insulation. Mod. Refrig. AirCond. 70,51.
87. Tseng, H. C., Harwell, C. L., Martin, C. H., and Prather, K. L. (2010). Biosynthesis of chiral 3-hydroxyvalerate from single propionate-unrelated carbon sources in metabolically engineered E. coli. Microb. Cell Fact. 9, 96.
88. Tseng, H. C., Martin, C. H., Nielsen, D. R., and Prather, K. L. (2009). Metabolic engineering of Escherichia coli for enhanced production of (R) and (S)-3-hydroxybutyrate. Appl Environ. Microbiol. 75,3137-3145.
89. Tsuruta, H., Paddon, C. J., Eng, D., Lenihan, J. R., Horning, T., Anthony, L. C., Regentin, R., Keasling, J. D., Renninger, N. S., and Newman, J. D. (2009). High-level production of amorpha-4, 11-diene, a precursor of the anti-malarial agent artemisinin, in Escherichia coli. PLoS ONE 4:e4489. doi: 10.1371/journal.pone.0004489
90. US Department of Energy. (2002). Steam System Opportunity Assessment for the Pulp and Paper, Chemical Manufacturing, and Petroleum Refining Industries. Washington, DC.
91. US Department of Energy. (2004). Top Value Added Chemicals from Biomass. Washington, DC.
92. US Energy Information Administration. (2011). Available online at www.eia.gov.
93. Voloch, M., Jjansen, N. B., Ladisch, M., Tsao, G. T., Narayan, R., and Rodwell, V W. (1985). 2, 3-Butanediol, in Comprehensive Biotechnology: The Principles, Applications and Regulations of Biotechnology in Industry, Agriculture and Medicine, 1st Edn, ed M. Moo-Young (New York, NY: Pergamon Press).
94. Wee, Y J., Kim, J. N., and Ryu, H. W. (2006). Biotechnological production of lactic acid and its recent applications. Food Technol. Biotechnol. 44, 163-175.
95. Whited, G., Feher, F., Benko, D., Cervin, M., Chotani, G., Mcauliffe, J., Laduca, R., Ben-Shoshan, E., and Sanford, K. (2010). Development of a gas-phase bioprocess for isoprene-monomer production using metabolic pathway engineering. Ind. Biotechnol. 6, 152-163.
96. Wierckx, N. J., Ballerstedt, H., De Bont, J. A., and Wery, J. (2005). Engineering of solvent-tolerant Pseudomonas putida S12 for bio-production of phenol from glucose. Appl. Environ. Microbiol. 71, 8221-8227.
97. Wu, C., Koylinski, T., and Bozik, J. (1981). Preparation of styrene from ethylbenzene US Patent 4255599.
98. Xu, J., and Guo, B. H. (2010). Poly(butylene succinate) and its copolymers: research, development and industrialization. Biotechnol.J. 5, 1149-1163.
99. Yang, T. H., Kim, T. W., Kang, H. O., Lee, S. H., Lee, E. J., Lim, S. C., Oh, S. O., Song, A. J., Park, S. J., and Lee, S. Y. (2010). Biosynthesis of polylactic acid and its copolymers using evolved pro-pionate CoA transferase and PHA synthase. Biotechnol. Bioeng. 105, 150-160.
100. Yim, H., Haselbeck, R., Niu, W., Pujol-Baxley, C., Burgard, A., Boldt, J., Khandurina, J., Trawick, J. D., Osterhout, R. E., Stephen, R., Estadilla, J., Teisan, S., Schreyer, H. B., Andrae, S., Yang, T. H., Lee, S. Y., Burk, M. J., and Van Dien, S. (2011). Metabolic engineering of Escherichia coli for direct production of 1, 4-butanediol. Nat. Chem. Biol. 7, 445-452.
101. Zhou, S., Causey, T. B., Hasona, A., Shanmugam, K. T., and Ingram, L. O. (2003). Production of optically pure D-lactic acid in mineral salts medium by metabolically engineered Escherichia coli W3110. Appl. Environ. Microbiol. 69, 399-407.
102. Zhou, Y., Dominguez, J. M., Cao, N., Du, J., and Tsao, G. T. (1999). Optimization of L-lactic acid production from glucose by Rhizopus oryzae ATCC 52311. Appl. Biochem. Biotechnol. 77-79, 401-407.