Refactoring the Embden-Meyerhof-Parnas Pathway as a Whole of Portable GlucoBricks for Implantation of Glycolytic Modules in Gram-Negative Bacteria

ACS Synthetic Biology

Volumn 6, Issue 5, 2017, Pages 793-805

  Sánchez Pascuala, Alberto ^a   De Lorenzo, Víctor ^a   Nikel, Pablo I ^a,b  

^a CENTRO NACIONAL DE BIOTECNOLOGÍA   (Spain)

^b Chalmers University of Technology   (Denmark)

Author keywords

Escherichia coli; glycolysis; metabolic engineering; PHB; Pseudomonas putida; standardization

Indexed keywords

CARBON; GLUCOSE; GLYCOLYTIC ENZYME; HEXOSE; POLY(3 HYDROXYBUTYRIC ACID); PYRUVIC ACID; HYDROXYBUTYRIC ACID; POLY-BETA-HYDROXYBUTYRATE; POLYESTER;

ARTICLE; BACTERIAL GENE; BIOCHEMISTRY; COMPUTER MODEL; CONTROLLED STUDY; ENZYME ENGINEERING; ESCHERICHIA COLI; GENE EXPRESSION; GENOME; GLYCOLYSIS; GRAM NEGATIVE BACTERIUM; NONHUMAN; PRIORITY JOURNAL; PSEUDOMONAS AERUGINOSA; PSEUDOMONAS PUTIDA; SYNTHESIS; GENETICS; METABOLIC ENGINEERING; METABOLISM; PHYSIOLOGY; PROCEDURES;

ESCHERICHIA COLI; GLYCOLYSIS; GRAM-NEGATIVE BACTERIA; HYDROXYBUTYRATES; METABOLIC ENGINEERING; POLYESTERS; PSEUDOMONAS PUTIDA;

EID: 85019581632     PISSN: None     EISSN: 21615063     Source Type: Journal    
DOI: 10.1021/acssynbio.6b00230     Document Type: Article

References (83)

1. Chubukov, V., Mukhopadhyay, A., Petzold, C. J., Keasling, J. D., and García-Martín, H. (2016) Synthetic and systems biology for microbial production of commodity chemicals Syst. Biol. Appl. 2, 16009 10.1038/npjsba.2016.9
2. Lee, S. Y. and Kim, H. U. (2015) Systems strategies for developing industrial microbial strains Nat. Biotechnol. 33, 1061-1072 10.1038/nbt.3365
3. Smanski, M. J., Zhou, H., Claesen, J., Shen, B., Fischbach, M. A., and Voigt, C. A. (2016) Synthetic biology to access and expand Nature's chemical diversity Nat. Rev. Microbiol. 14, 135-149 10.1038/nrmicro.2015.24
4. Trinh, C. T., Liu, Y., and Conner, D. J. (2015) Rational design of efficient modular cells Metab. Eng. 32, 220-231 10.1016/j.ymben.2015.10.005
5. Jullesson, D., David, F., Pfleger, B., and Nielsen, J. (2015) Impact of synthetic biology and metabolic engineering on industrial production of fine chemicals Biotechnol. Adv. 33, 1395-1402 10.1016/j.biotechadv.2015.02.011
6. Nikel, P. I., Chavarría, M., Danchin, A., and de Lorenzo, V. (2016) From dirt to industrial applications: Pseudomonas putida as a Synthetic Biology chassis for hosting harsh biochemical reactions Curr. Opin. Chem. Biol. 34, 20-29 10.1016/j.cbpa.2016.05.011
7. Wu, G., Yan, Q., Jones, J. A., Tang, Y. J., Fong, S. S., and Koffas, M. A. G. (2016) Metabolic burden: cornerstones in synthetic biology and metabolic engineering applications Trends Biotechnol. 34, 652-664 10.1016/j.tibtech.2016.02.010
8. Ajikumar, P. K., Xiao, W. H., Tyo, K. E. J., Wang, Y., Simeon, F., Leonard, E., Mucha, O., Phon, T. H., Pfeifer, B., and Stephanopoulos, G. (2010) Isoprenoid pathway optimization for taxol precursor overproduction in Escherichia coli Science 330, 70-74 10.1126/science.1191652
9. Stephanopoulos, G. (2012) Synthetic biology and metabolic engineering ACS Synth. Biol. 1, 514-525 10.1021/sb300094q
10. Raab, R. M., Tyo, K. E. J., and Stephanopoulos, G. (2005) Metabolic engineering Adv. Biochem. Eng. Biotechnol. 100, 1-17 10.1007/b136411
11. 2 in Escherichia coli Cell 166, 115-125 10.1016/j.cell.2016.05.064
12. Müller, J. E. N., Meyer, F., Litsanov, B., Kiefer, P., Potthoff, E., Heux, S., Quax, W. J., Wendisch, V. F., Brautaset, T., Portais, J. C., and Vorholt, J. A. (2015) Engineering Escherichia coli for methanol conversion Metab. Eng. 28, 190-201 10.1016/j.ymben.2014.12.008
13. Chubukov, V., Gerosa, L., Kochanowski, K., and Sauer, U. (2014) Coordination of microbial metabolism Nat. Rev. Microbiol. 12, 327-340 10.1038/nrmicro3238
14. Noor, E., Eden, E., Milo, R., and Alon, U. (2010) Central carbon metabolism as a minimal biochemical walk between precursors for biomass and energy Mol. Cell 39, 809-820 10.1016/j.molcel.2010.08.031
15. Bar-Even, A., Flamholz, A., Noor, E., and Milo, R. (2012) Rethinking glycolysis: on the biochemical logic of metabolic pathways Nat. Chem. Biol. 8, 509-517 10.1038/nchembio.971
16. Peekhaus, N. and Conway, T. (1998) What's for dinner?: Entner-Doudoroff metabolism in Escherichia coli J. Bacteriol. 180, 3495-3502
17. Chavarría, M., Nikel, P. I., Pérez-Pantoja, D., and de Lorenzo, V. (2013) The Entner-Doudoroff pathway empowers Pseudomonas putida KT2440 with a high tolerance to oxidative stress Environ. Microbiol. 15, 1772-1785 10.1111/1462-2920.12069
18. 13C flux profiling reveals conservation of the Entner-Doudoroff pathway as a glycolytic strategy among marine bacteria that use glucose Appl. Environ. Microbiol. 81, 2408-2422 10.1128/AEM.03157-14
19. Martins dos Santos, V. A. P., Heim, S., Moore, E. R., Strätz, M., and Timmis, K. N. (2004) Insights into the genomic basis of niche specificity of Pseudomonas putida KT2440 Environ. Microbiol. 6, 1264-1286 10.1111/j.1462-2920.2004.00734.x
20. Kuepper, J., Zobel, S., Wierckx, N., and Blank, L. M. (2016) A rapid method to estimate NADH regeneration rates in living cells J. Microbiol. Methods 130, 92-94 10.1016/j.mimet.2016.09.001
21. Nikel, P. I., Martínez-García, E., and de Lorenzo, V. (2014) Biotechnological domestication of pseudomonads using synthetic biology Nat. Rev. Microbiol. 12, 368-379 10.1038/nrmicro3253
22. Bräsen, C., Esser, D., Rauch, B., and Siebers, B. (2014) Carbohydrate metabolism in Archaea: current insights into unusual enzymes and pathways and their regulation Microbiol. Mol. Biol. Rev. 78, 89-175 10.1128/MMBR.00041-13
23. Verhees, C. H., Kengen, S. W., Tuininga, J. E., Schut, G. J., Adams, M. W., de Vos, W. M., and van der Oost, J. (2003) The unique features of glycolytic pathways in Archaea Biochem. J. 375, 231-246 10.1042/bj20021472
24. Martínez-García, E., Nikel, P. I., Aparicio, T., and de Lorenzo, V. (2014) Pseudomonas 2.0: genetic upgrading of P. putida KT2440 as an enhanced host for heterologous gene expression Microb. Cell Fact. 13, 159 10.1186/s12934-014-0159-3
25. Belda, E., van Heck, R. G. A., López-Sánchez, M. J., Cruveiller, S., Barbe, V., Fraser, C., Klenk, H. P., Petersen, J., Morgat, A., Nikel, P. I., Vallenet, D., Rouy, Z., Sekowska, A., Martins dos Santos, V. A. P., de Lorenzo, V., Danchin, A., and Médigue, C. (2016) The revisited genome of Pseudomonas putida KT2440 enlightens its value as a robust metabolic chassis Environ. Microbiol. 18, 3403-3424 10.1111/1462-2920.13230
26. Nikel, P. I., Chavarría, M., Fuhrer, T., Sauer, U., and de Lorenzo, V. (2015) Pseudomonas putida KT2440 strain metabolizes glucose through a cycle formed by enzymes of the Entner-Doudoroff, Embden-Meyerhof-Parnas, and pentose phosphate pathways J. Biol. Chem. 290, 25920-25932 10.1074/jbc.M115.687749
27. Nikel, P. I. and de Lorenzo, V. (2013) Engineering an anaerobic metabolic regime in Pseudomonas putida KT2440 for the anoxic biodegradation of 1,3-dichloroprop-1-ene Metab. Eng. 15, 98-112 10.1016/j.ymben.2012.09.006
28. Chan, L. Y., Kosuri, S., and Endy, D. (2005) Refactoring bacteriophage T7 Mol. Syst. Biol. 1, 2005.0018 10.1038/msb4100025
29. Temme, K., Zhao, D., and Voigt, C. A. (2012) Refactoring the nitrogen fixation gene cluster from Klebsiella oxytoca Proc. Natl. Acad. Sci. U. S. A. 109, 7085-7090 10.1073/pnas.1120788109
30. Silva-Rocha, R., Martínez-García, E., Calles, B., Chavarría, M., Arce-Rodríguez, A., de las Heras, A., Páez-Espino, A. D., Durante-Rodríguez, G., Kim, J., Nikel, P. I., Platero, R., and de Lorenzo, V. (2013) The Standard European Vector Architecture (SEVA): a coherent platform for the analysis and deployment of complex prokaryotic phenotypes Nucleic Acids Res. 41, D666-D675 10.1093/nar/gks1119
31. Papenfort, K., Sun, Y., Miyakoshi, M., Vanderpool, C. K., and Vogel, J. (2013) Small RNA-mediated activation of sugar phosphatase mRNA regulates glucose homeostasis Cell 153, 426-437 10.1016/j.cell.2013.03.003
32. Martínez-García, E., Aparicio, T., de Lorenzo, V., and Nikel, P. I. (2014) New transposon tools tailored for metabolic engineering of Gram-negative microbial cell factories Front. Bioeng. Biotechnol. 2, 46 10.3389/fbioe.2014.00046
33. Martínez-García, E., Aparicio, T., de Lorenzo, V., and Nikel, P. I. (2017) Engineering Gram-negative microbial cell factories using transposon vectors Methods Mol. Biol. 1498, 273-293 10.1007/978-1-4939-6472-7-18
34. Calero, P., Jensen, S. I., and Nielsen, A. T. (2016) Broad-host-range ProUSER vectors enable fast characterization of inducible promoters and optimization of p-coumaric acid production in Pseudomonas putida KT2440 ACS Synth. Biol. 5, 741-753 10.1021/acssynbio.6b00081
35. Kim, S. H., Cavaleiro, A. M., Rennig, M., and Nørholm, M. H. (2016) SEVA Linkers: a versatile and automatable DNA backbone exchange standard for Synthetic Biology ACS Synth. Biol. 5, 1177-1181 10.1021/acssynbio.5b00257
36. Martínez-García, E., Aparicio, T., Goñi-Moreno, A., Fraile, S., and de Lorenzo, V. (2015) SEVA 2.0: an update of the Standard European Vector Architecture for de-/re-construction of bacterial functionalities Nucleic Acids Res. 43, D1183-D1189 10.1093/nar/gku1114
37. Datsenko, K. A. and Wanner, B. L. (2000) One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products Proc. Natl. Acad. Sci. U. S. A. 97, 6640-6645 10.1073/pnas.120163297
38. Nikel, P. I. and de Lorenzo, V. (2013) Implantation of unmarked regulatory and metabolic modules in Gram-negative bacteria with specialised mini-transposon delivery vectors J. Biotechnol. 163, 143-154 10.1016/j.jbiotec.2012.05.002
39. Jahreis, K., Pimentel-Schmitt, E. F., Brückner, R., and Titgemeyer, F. (2008) Ins and outs of glucose transport systems in Eubacteria FEMS Microbiol. Rev. 32, 891-907 10.1111/j.1574-6976.2008.00125.x
40. Fraenkel, D. G. (1986) Mutants in glucose metabolism Annu. Rev. Biochem. 55, 317-337 10.1146/annurev.biochem.55.1.317
41. Velur Selvamani, R. S., Telaar, M., Friehs, K., and Flaschel, E. (2014) Antibiotic-free segregational plasmid stabilization in Escherichia coli owing to the knockout of triosephosphate isomerase (tpiA) Microb. Cell Fact. 13, 58 10.1186/1475-2859-13-58
42. Boschi-Muller, S., Azza, S., Pollastro, D., Corbier, C., and Branlant, G. (1997) Comparative enzymatic properties of GapB-encoded erythrose-4-phosphate dehydrogenase of Escherichia coli and phosphorylating glyceraldehyde-3-phosphate dehydrogenase J. Biol. Chem. 272, 15106-15112 10.1074/jbc.272.24.15106
43. Meyer, D., Schneider-Fresenius, C., Horlacher, R., Peist, R., and Boos, W. (1997) Molecular characterization of glucokinase from Escherichia coli K-12 J. Bacteriol. 179, 1298-1306 10.1128/jb.179.4.1298-1306.1997
44. Park, J. and Gupta, R. S. (2008) Adenosine kinase and ribokinase-the RK family of proteins Cell. Mol. Life Sci. 65, 2875-2896 10.1007/s00018-008-8123-1
45. Chin, J. W. and Cirino, P. C. (2011) Improved NADPH supply for xylitol production by engineered Escherichia coli with glycolytic mutations Biotechnol. Prog. 27, 333-341 10.1002/btpr.559
46. Clarke, P. H. (1982) The metabolic versatility of pseudomonads Antonie van Leeuwenhoek 48, 105-130 10.1007/BF00405197
47. Sudarsan, S., Dethlefsen, S., Blank, L. M., Siemann-Herzberg, M., and Schmid, A. (2014) The functional structure of central carbon metabolism in Pseudomonas putida KT2440 Appl. Environ. Microbiol. 80, 5292-5303 10.1128/AEM.01643-14
48. Kim, J., Oliveros, J. C., Nikel, P. I., de Lorenzo, V., and Silva-Rocha, R. (2013) Transcriptomic fingerprinting of Pseudomonas putida under alternative physiological regimes Environ. Microbiol. Rep. 5, 883-891 10.1111/1758-2229.12090
49. Berger, A., Dohnt, K., Tielen, P., Jahn, D., Becker, J., and Wittmann, C. (2014) Robustness and plasticity of metabolic pathway flux among uropathogenic isolates of Pseudomonas aeruginosa PLoS One 9, e88368 10.1371/journal.pone.0088368
50. Hollinshead, W. D., Rodriguez, S., García-Martín, H., Wang, G., Baidoo, E. E. K., Sale, K. L., Keasling, J. D., Mukhopadhyay, A., and Tang, Y. J. (2016) Examining Escherichia coli glycolytic pathways, catabolite repression, and metabolite channeling using Δpfk mutants Biotechnol. Biofuels 9, 212 10.1186/s13068-016-0630-y
51. Gomez, J. G. C., Méndez, B. S., Nikel, P. I., Pettinari, M. J., Prieto, M. A., and Silva, L. F. (2012) Making green polymers even greener: towards sustainable production of polyhydroxyalkanoates from agroindustrial by-products, In Advances in Applied Biotechnology (Petre, M., Ed.), pp 41-62, InTech, Rijeka, Croatia.
52. López, N. I., Pettinari, M. J., Nikel, P. I., and Méndez, B. S. (2015) Polyhydroxyalkanoates: much more than biodegradable plastics Adv. Appl. Microbiol. 93, 93-106 10.1016/bs.aambs.2015.06.001
53. Ruiz, J. A., Fernández, R. O., Nikel, P. I., Méndez, B. S., and Pettinari, M. J. (2006) dye (arc) Mutants: insights into an unexplained phenotype and its suppression by the synthesis of poly(3-hydroxybutyrate) in Escherichia coli recombinants FEMS Microbiol. Lett. 258, 55-60 10.1111/j.1574-6968.2006.00196.x
54. Anderson, A. J. and Dawes, E. A. (1990) Occurrence, metabolism, metabolic role, and industrial uses of bacterial polyhydroxyalkanoates Microbiol. Rev. 54, 450-472
55. Suriyamongkol, P., Weselake, R., Narine, S., Moloney, M., and Shah, S. (2007) Biotechnological approaches for the production of polyhydroxyalkanoates in microorganisms and plants-A review Biotechnol. Adv. 25, 148-175 10.1016/j.biotechadv.2006.11.007
56. Leong, Y. K., Show, P. L., Ooi, C. W., Ling, T. C., and Lan, J. C. (2014) Current trends in polyhydroxyalkanoates (PHAs) biosynthesis: insights from the recombinant Escherichia coli J. Biotechnol. 180, 52-65 10.1016/j.jbiotec.2014.03.020
57. Nikel, P. I., Giordano, A. M., de Almeida, A., Godoy, M. S., and Pettinari, M. J. (2010) Elimination of D-lactate synthesis increases poly(3-hydroxybutyrate) and ethanol synthesis from glycerol and affects cofactor distribution in recombinant Escherichia coli Appl. Environ. Microbiol. 76, 7400-7406 10.1128/AEM.02067-10
58. Ruiz, J. A., de Almeida, A., Godoy, M. S., Mezzina, M. P., Bidart, G. N., Méndez, B. S., Pettinari, M. J., and Nikel, P. I. (2012) Escherichia coli redox mutants as microbial cell factories for the synthesis of reduced biochemicals Comput. Struct. Biotechnol. J. 3, e201210019 10.5936/csbj.201210019
59. Chang, D. E., Shin, S., Rhee, J. S., and Pan, J. G. (1999) Acetate metabolism in a pta mutant of Escherichia coli W3110: importance of maintaining acetyl coenzyme A flux for growth and survival J. Bacteriol. 181, 6656-6663
60. Dvořák, P., Chrást, L., Nikel, P. I., Fedr, R., Soucek, K., Sedlacková, M., Chaloupková, R., de Lorenzo, V., Prokop, Z., and Damborský, J. (2015) Exacerbation of substrate toxicity by IPTG in Escherichia coli BL21(DE3) carrying a synthetic metabolic pathway Microb. Cell Fact. 14, 201 10.1186/s12934-015-0393-3
61. Bernal, V., Castaño-Cerezo, S., and Cánovas, M. (2016) Acetate metabolism regulation in Escherichia coli: carbon overflow, pathogenicity, and beyond Appl. Microbiol. Biotechnol. 100, 8985-9001 10.1007/s00253-016-7832-x
62. Emmerling, M., Bailey, J. E., and Sauer, U. (1999) Glucose catabolism of Escherichia coli strains with increased activity and altered regulation of key glycolytic enzymes Metab. Eng. 1, 117-127 10.1006/mben.1998.0109
63. Solomon, K. V., Moon, T. S., Ma, B., Sanders, T. M., and Prather, K. L. (2013) Tuning primary metabolism for heterologous pathway productivity ACS Synth. Biol. 2, 126-135 10.1021/sb300055e
64. Li, R., Zhang, H., and Qi, Q. (2007) The production of polyhydroxyalkanoates in recombinant Escherichia coli Bioresour. Technol. 98, 2313-2320 10.1016/j.biortech.2006.09.014
65. Green, M. R. and Sambrook, J. (2012) Molecular Cloning: A Laboratory Manual, 4 th ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
66. Thomson, J., Gerstenberger, P. D., Goldberg, D. E., Gociar, E., Orozco de Silva, A., and Fraenkel, D. G. (1979) ColE1 hybrid plasmids for Escherichia coli genes of glycolysis and the hexose monophosphate shunt J. Bacteriol. 137, 502-506
67. Yang, Y., Zhao, G., Man, T. K., and Winkler, M. E. (1998) Involvement of the gapA- and epd (gapB)-encoded dehydrogenases in pyridoxal 5′-phosphate coenzyme biosynthesis in Escherichia coli K-12 J. Bacteriol. 180, 4294-4299
68. Choi, K. H., Kumar, A., and Schweizer, H. P. (2006) A 10-min method for preparation of highly electrocompetent Pseudomonas aeruginosa cells: application for DNA fragment transfer between chromosomes and plasmid transformation J. Microbiol. Methods 64, 391-397 10.1016/j.mimet.2005.06.001
69. Martínez-García, E. and de Lorenzo, V. (2011) Engineering multiple genomic deletions in Gram-negative bacteria: analysis of the multi-resistant antibiotic profile of Pseudomonas putida KT2440 Environ. Microbiol. 13, 2702-2716 10.1111/j.1462-2920.2011.02538.x
70. Godoy, M. S., Nikel, P. I., Cabrera Gomez, J. G., and Pettinari, M. J. (2016) The CreC regulator of Escherichia coli, a new target for metabolic manipulations Appl. Environ. Microbiol. 82, 244-254 10.1128/AEM.02984-15
71. Baba, T., Ara, T., Hasegawa, M., Takai, Y., Okumura, Y., Baba, M., Datsenko, K. A., Tomita, M., Wanner, B. L., and Mori, H. (2006) Construction of Escherichia coli K-12 in-frame, single-gene knockout mutants: the Keio collection Mol. Syst. Biol. 2, 2006.0008 10.1038/msb4100050
72. R cassettes with the option of Flp-catalyzed excision of the antibiotic-resistance determinant Gene 158, 9-14 10.1016/0378-1119(95)00193-A
73. Nikel, P. I., Kim, J., and de Lorenzo, V. (2014) Metabolic and regulatory rearrangements underlying glycerol metabolism in Pseudomonas putida KT2440 Environ. Microbiol. 16, 239-254 10.1111/1462-2920.12224
74. Nikel, P. I., Pérez-Pantoja, D., and de Lorenzo, V. (2013) Why are chlorinated pollutants so difficult to degrade aerobically? Redox stress limits 1,3-dichloroprop-1-ene metabolism by Pseudomonas pavonaceae Philos. Trans. R. Soc. B 368, 20120377 10.1098/rstb.2012.0377
75. Nikel, P. I., Romero-Campero, F. J., Zeidman, J. A., Goñi-Moreno, A., and de Lorenzo, V. (2015) The glycerol-dependent metabolic persistence of Pseudomonas putida KT2440 reflects the regulatory logic of the GlpR repressor mBio 6, e00340-00315 10.1128/mBio.00340-15
76. Nikel, P. I., Zhu, J., San, K. Y., Méndez, B. S., and Bennett, G. N. (2009) Metabolic flux analysis of Escherichia coli creB and arcA mutants reveals shared control of carbon catabolism under microaerobic growth conditions J. Bacteriol. 191, 5538-5548 10.1128/JB.00174-09
77. Nikel, P. I. and Chavarría, M. (2016) Quantitative physiology approaches to understand and optimize reducing power availability in environmental bacteria, In Hydrocarbon and Lipid Microbiology Protocols-Synthetic and Systems Biology-Tools (McGenity, T. J., Timmis, K. N., and Nogales-Fernández, B., Eds.), pp 39-70, Humana Press, Heidelberg, Germany.
78. Chavarría, M., Goñi-Moreno, A., de Lorenzo, V., and Nikel, P. I. (2016) A metabolic widget adjusts the phosphoenolpyruvate-dependent fructose influx in Pseudomonas putida mSystems 1, e00154-00116 10.1128/mSystems.00154-16
79. Nikel, P. I., Pettinari, M. J., Galvagno, M. A., and Méndez, B. S. (2006) Poly(3-hydroxybutyrate) synthesis by recombinant Escherichia coli arcA mutants in microaerobiosis Appl. Environ. Microbiol. 72, 2614-2620 10.1128/AEM.72.4.2614-2620.2006
80. Nikel, P. I., Ramirez, M. C., Pettinari, M. J., Méndez, B. S., and Galvagno, M. A. (2010) Ethanol synthesis from glycerol by Escherichia coli redox mutants expressing adhE from Leuconostoc mesenteroides J. Appl. Microbiol. 109, 492-504 10.1111/j.1365-2672.2010.04668.x
81. Nikel, P. I. and de Lorenzo, V. (2014) Robustness of Pseudomonas putida KT2440 as a host for ethanol biosynthesis New Biotechnol. 31, 562-571 10.1016/j.nbt.2014.02.006
82. Ntr) of Pseudomonas putida with pyruvate dehydrogenase Biochim. Biophys. Acta. 1810, 995-1005 10.1016/j.bbagen.2011.01.002
83. van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Koek, M. M., van der Werff-van der Vat, B. J., Jellema, R. H., Coulier, L., and Hankemeier, T. (2008) Comprehensive analysis of the metabolome of Pseudomonas putida S12 grown on different carbon sources Mol. BioSyst. 4, 315-327 10.1039/b717340g