Journal of Microbiology and Biotechnology

The Korean Society for Microbiology and Biotechnology (한국미생물·생명공학회)
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Biosynthesis of Plant-Specific Flavones and Flavonols in Streptomyces venezuelae

  • Park, Sung-Ryeol (Department of Chemistry and Nano Science, Ewha Womans University) ;
  • Paik, Ji-Hye (Department of Chemistry and Nano Science, Ewha Womans University) ;
  • Ahn, Mi-Sun (Department of Chemistry and Nano Science, Ewha Womans University) ;
  • Park, Je-Won (Department of Chemistry and Nano Science, Ewha Womans University) ;
  • Yoon, Yeo-Joon (Department of Chemistry and Nano Science, Ewha Womans University)
  • Received : 2010.05.27
  • Accepted : 2010.06.08
  • Published : 2010.09.28
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Abstract

Recently, recombinant Streptomyces venezuelae has been established as a heterologous host for microbial production of flavanones and stilbenes, a class of plant-specific polyketides. In the present work, we expanded the applicability of the S. venezuelae system to the production of more diverse plant polyketides including flavones and flavonols. A plasmid with the synthetic codon-optimized flavone synthase I gene from Petroselium crispum was introduced to S. venezuelae DHS2001 bearing a deletion of the native pikromycin polyketide synthase gene, and the resulting strain generated flavones from exogenously fed flavanones. In addition, a recombinant S. venezuelae mutant expressing a codon-optimized flavanone $3{\beta}$-hydroxylase gene from Citrus siensis and a flavonol synthase gene from Citrus unshius also successfully produced flavonols.

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References

  1. Harborne, J. B. and C. A. Willams. 2000. Advances in flavonoid research since 1992. Phytochemistry 55: 481-504. https://doi.org/10.1016/S0031-9422(00)00235-1
  2. Hoover, D. M. and J. Lubkowski. 2002. DNAWorks: An automated method for designing oligonucleotides for PCR-based gene synthesis. Nucleic Acids Res. 30: e43. https://doi.org/10.1093/nar/30.10.e43
  3. Jung, W. S., S. K. Lee, J. S. J. Hong, S. R. Park, S. J. Jeong, A. R. Han, et al. 2006. Heterologous expression of tylosin polyketide synthase and production of a hybrid bioactive macrolide in Streptomyces venezuelae. Appl. Microbiol. Biotechnol. 72: 763-769. https://doi.org/10.1007/s00253-006-0318-5
  4. Kieser, T. M., M. J. Bibb, M. J. Buttner, K. F. Chater, and D. A. Hoopwood. 2000. Practical Streptomyces Genetics. John Innes Foundation, Norwich, England.
  5. Kim, B. G., B. R. Jung, Y. Lee, H. G. Hur, Y. Lim, and J. H. Ahn. 2006. Regiospecific flavonoid 7-O-methylation with Streptomyces avermitilis O-methyltransferase expressed in Escherichia coli. J. Agric. Food Chem. 54: 823-828. https://doi.org/10.1021/jf0522715
  6. Leonard, E., Y. Yan, Z. L. Fowler, Z. Li, C. G. Lim, K. H. Lim, and M. A. Koffas. 2008. Strain improvement of recombinant Escherichia coli for efficient production of plant flavonoids. Mol. Pharm. 5: 257-265. https://doi.org/10.1021/mp7001472
  7. Miyahisa, I., N. Funa, Y. Ohnishi, S. Martens, T. Moriguchi, and S. Horinouchi. 2006. Combinatorial biosynthesis of flavones and flavonols in Escherichia coli. Appl. Microbiol. Biotechnol. 71: 53-58. https://doi.org/10.1007/s00253-005-0116-5
  8. Miyahisa, I., M. Kaneko, N. Funa, H. Kawasaki, H. Kojima, and S. Horinouchi. 2005. Efficient production of (2S)-flavanones by Escherichia coli. Appl. Microbiol. Biotechnol. 68: 498-504. https://doi.org/10.1007/s00253-005-1916-3
  9. Park, S. R., J. A. Yoon, J. H. Paik, J. W. Park, W. S. Jung, Y. H. Ban, et al. 2009. Engineering of plant-specific phenylpropanoids biosynthesis in Streptomyces venezuelae. J. Biotechnol. 141: 181-188. https://doi.org/10.1016/j.jbiotec.2009.03.013
  10. Park, S. R., J. W. Park, W. S. Jung, A. R. Han, Y. H. Ban, E. J. Kim, J. K. Sohng, S. J. Sim, and Y. J. Yoon. 2008. Heterologous production of epothilone B and D in Streptomyces venezuelae. Appl. Microbiol. Biotechnol. 81: 109-117. https://doi.org/10.1007/s00253-008-1674-0
  11. Tropf, S., B. Karcher, G. Schroder, and J. Schroder. 1995. Reaction mechanisms of homodimeric plant polyketide synthases (stilbene and chalcone synthase). J. Biol. Chem. 270: 7922-7928. https://doi.org/10.1074/jbc.270.14.7922
  12. Weisshaar, B. and G. I. Jenkins. 1998. Phenylpropanoid biosynthesis and its regulation. Curr. Opin. Plant Biol. 1: 251-257. https://doi.org/10.1016/S1369-5266(98)80113-1
  13. Yao, L. H., Y. M. Jiang, J. Shi, F. A. Tomas-Barberan, N. Datta, R. Singanusong, and S. S. Chen. 2004. Flavonoids in food and their health benefits. Plant Foods Hum. Nutr. 59: 113-122. https://doi.org/10.1007/s11130-004-0049-7

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