Journal of Microbiology and Biotechnology

The Korean Society for Microbiology and Biotechnology (한국미생물·생명공학회)
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Cometabolism of $\omega$-Phenylalkanoic Acids with Butyric Acid for Efficient Production of Aromatic Polyesters in Pseudomonas putida BM01

  • Song, Jae-Jun (Environmental Bioresources Laboratory, Korea Research Institute of Bioscience and Biotechnology) ;
  • Choi, Mun-Hwan (Biomaterials Science Laboratory Division of Life Science, Gyeongsang National University) ;
  • Yoon, Sung-Chul (Biomaterials Science Laboratory Division of Life Science, Gyeongsang National University) ;
  • Huh, Nam-Eung (Biomaterials Science Laboratory Division of Life Science, Gyeongsang National University)
  • Published : 2001.06.01
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Abstract

Poly(3-hydroxy-5-phenylvalerate) [P(3HPV)] was efficiently accumulated from 5-phenylvalerate (5PV) in Pseudomonas putida BM01 in a mineral salts medium containing butyric acid (BA) as the cosubstrate. A nove aromatic copolyester, poly(5 mol% 3-hydroxy-4-phenylbutyrate-co- 95 mol% 3-hydroxy-6-phenylhexanoate) [P(3HPB-co-3HPC)] was also synthesized from 6-phenylhexanoate (6PC) plus Ba. The two aromatic polymers, P(3HPV) and P(3HPB-co-3HPC), were found to be amorphous and showed different glass-transition temperatures at $15^{\circ}C$ and $10^{\circ}C$, respectively. When the bacterium was grown ina medium containing 20 mM 5PV as the sole carbon source for 140 h, 0.4 g/l of dry cells was obtained in a flask cultivation and 20 wt% of P(3HPV) homopolymer was accumulated in the cells. However, when it was grown with a mixture of 2 mM 5PV and 50 mM BA for 40 h, the yield of dry biomass was increased up to 2.5 g/l and the content of P(3HPV) in the dry cells was optimally 56 wt%. This efficient production of P(3HPV) homopolymer from the mixed substrate was feasible because BA only supported cell growth and did not induce any aliphatic PHA accumulation. The metabolites released into the PHA synthesis medium were analyzed using GC or GC/MS. Two $\beta$-oxidation derivatives, 3-phenylpropionic acid and trans-cinnamic acid, were found in the 5V-grown cell medium and these comprised 55-88 mol% of the 5PV consumed. In the 6PC-grown medium containing Ba, seven ${\beta}$-oxidation and related intermediates were found, which included phenylacetic acid, 4-phenylbutyric acid, cis-4-phenyl-2-butenoic acid, trans-4-phenyl-3-butenoic acid, trans-4-phenyl-2-butenoic acid, 3-hydroxy-4-phenylbutyric acid, and 3-hydroxy-6-phenylhexanoic acid. Accordingly, based on the metabolite analysis, PHA synthesis pathways from the two aromatic carbon sources are suggested.

Keywords

References

  1. Microbiol. Rev. v.54 Occurrence, metabolism, metabolic role, and industrial uses of bacterial polyhydroxyalkanoates Anderson, A. J.;E. A. Dawes
  2. Macromolecules v.32 Bacterial polyesters by Pseudomonas oleovorans containing nitrophenyl groups Arostegui, S. M.;M. A. Aponte;E. Diaz;E. Schroder
  3. Int. J. Biol. Macromol. v.27 Viscoelastic properties of linseed oil-based medium chain length poly(hydroxyalkanoates) films: Effects of epoxidation and curing Ashby, R. D.;T. A. Foglia;D. K. Y. Solaiman;C. K. Liu;A. Nunez;G. Eggink
  4. Appl. Environ. Microbiol. v.60 Polyester biosynthesis characteristics of Pseudomonas citronellolis grown on various carbon sources, including 3-methyl-branched substrates Choi, M. H.;S. C. Yoon
  5. J. Microbiol. Biotechnol. v.9 Isolation of a Pseudomonas sp. strain exhibiting unusual behavior of poly(3-hydroxyalkanoates) biosynthesis and characterization of synthesized polyesters Chung, C. W.;Y. S. Kim;Y. B. Kim;K. S. Bae;Y. H. Rhee
  6. Macromolecules v.29 Production of poly(3-hydroxyalkanoates) containing aromatic substituents by Pseudomonas oleovorans Curley, J. M.;B. Hazer;R. W. Lenz;R. C. Fuller
  7. Microbial Polysters Doi, Y.
  8. Makromol. Chem. v.191 An unusual bacterial polyester with a phenyl pendant group Fritzsche, K.;R. W. Lenz;R. C. Fuller
  9. J. Biol. Chem. v.274 Novel biodegradable aromatic plastics from a bacterial source Garcia, B.;E. R. Olivera;B. Minambres;M. Fernandez-Valverde;L. M. Canedo;M. A. Prieto;J. L. Garcia;M. Martinez;J. M. Luengo
  10. Macromolecules v.26 Effects of intermolecular forces on the glass transition of polymers Jenekhe, S. A.;M. F. Roberts
  11. Appl. Environ. Microbiol. v.58 Pseudomonas putida KT2442 cultivated on glucose accumulates poly(3-hydroxyalkanoates) consisting of saturated and unsaturated monomers Huijberts, G. N. M.;G. Eggink;P. de Waard;G. W. Huisman;B. Witholt
  12. J. Microbiol. Biotechnol. v.8 Isolation of an aromatic polyhydroxyalkanoates-degrading bacterium Ju, H. S.;J. Kim;H. Kim
  13. Macromolecules v.32 PHAs produced by Pseudomonas oleovorans and Pseudomonas putida grown with n-alkanoic acids containing aromatic groups Kim, Y. B.;D. Y. Kim;Y. H. Rhee
  14. Macromolecules v.24 Preparation and characterization of poly(β-hydroxyalkanoates) obtained from Pseudomonas oleovorans grown with mixtures of 5-phenylvaleric acid and n-alkanoic acids Kim, Y. B.;R. W. Lenz;R. C. Fuller
  15. Macromolecules v.29 Poly-3-hydroxyalkanoates produced from Pseudomonas oleovorans grown with ω-phenoxyalkanoates Kim, Y. B.;Y. H. Rhee;S. H. Han;G. S. Heo;J. S. Kim
  16. FEMS Microbiol. Rev. v.103 Production of unusual bacterial polyesters by Pseudomonas oleovorans through cometabolism Lenz, R. W.;Y. B. Kim;R. C. Fuller
  17. FEMS Microbiol. Lett. v.150 Functional expression of the PHA synthase gene phaC1 from Pseudomonas aeruginosa in Escherichia coli results in poly(3-hydroxyalkanoate) synthesis Langenbach, S.;B. H. A. Rehm;A. Steinbuchel
  18. Microbiol. Mol. Biol. Rev. v.63 Metabolic engineering of poly(3-hydroxyalkanoates): From DNA to plastic Madison, L. L.;G. W. Huisman
  19. J. Biol. Chem. v.265 Purification and biochemical characterization of phenylacetyl-CoA ligase from Pseudomonas putida Martinez-Blanco, H.;A. reglero;L. B. Rodriguez-Aparicio;J. M. Luengo
  20. Proc. Natl. Acad. Sci. USA v.95 Molecular characterization of the phenylacetic acid catabolic pathway in Pseudomonas putida U: The phenylacetyl-CoA catabolon Olivera, E. R.;B. Minambres;B. Garcia;C. Muniz;M. A. Moreno;A. Fernandez;E. Diaz;J. L. Garcia;J. M. Luengo
  21. Can. J. Microbiol. v.41 no.SUP.1 The role of β-oxidation of short-chain alkanoates in polyhydroxyalkanoate copolymer synthesis in Azotobacter vinelandii UWD Page, W. J.;J. Manchak
  22. Appl. Environ. Microbiol. v.58 Formation of poly(hydroxybutyate-co-hydroxyvalerate) by Azotobacter vinelandii UWD Page, W. J.;J. Manchak;B. Rudy
  23. Macromol. Chem. Phys. v.195 Bacterial production of polyesters bearing phenoxy groups in the side chains: Poly(3-hydroxy-5-phenoxypentanoate-co-3-hydroxy-9-phenoxynonanoate) from Pseudomonas oleovorans Ritter, H.;A. G. von Spee
  24. J. Bacteriol. v.176 Aerobic catabolism of phenylacetic acid in Pseudomonas putida U: Biochemical characterization of a specific phenylacetic acid transport system and formal demonstration that phenylacetyl-coenzyme A is a catabolic intermediate Schleissner, C.;E. R. Olivera;M. Fernandez-Valverde;J. M. Luengo
  25. J. Microbiol. Biotechnol. v.3 P(3HB) accumulation in Alcaligenes eutrophus H16 (ATCC 17699) under nutrient-rich condition and its induced production from saccharides and their derivatives Song, J. J.;Y. C. Shin;S. C. Yoon
  26. J. Microbiol. Biotechnol. v.4 Isolation of Pseudomonas putida BM01 accumulating high amount of MCL-PHA Song, J. J.;S. C. Yoon
  27. Appl. Environ. Microbiol. v.62 Biosynthesis of novel aromatic copolyesters from insoluble 11-phenoxyundecanoic acid by Pseudomonas putida BM01 Song, J. J.;S. C. Yoon
  28. FEMS Microbiol. Lett. v.128 Diversity of bacterial polyhydroxyalkanoic acids Steinbuchel, A.;H. E. Valentin
  29. FEMS Microbiol. Lett. v.184 Molecular cloning of two (R)-specific enoyl-CoA hydratase genes from Pseudomonas aeruginosa and their use for polyhydroxyalkanoate synthesis Tsuge, T.;T. Fukui;H. Matsusaki;S. Taguchi;G. Kobayashi;A. Ishizaki;Y. Doi