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Biosynthesis of Pinocembrin from Glucose Using Engineered Escherichia coli

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초록

Pinocembrin is a flavonoid that exhibits diverse biological properties. Although the major source of pinocembrin is propolis, it can be synthesized biologically using microorganisms such as Escherichia coli, which has been used to synthesize diverse natural compounds. Pinocembrin is synthesized from phenylalanine by the action of three enzymes; phenylalanine ammonia lyase (PAL), 4-coumarate:CoA ligase (4CL), and chalcone synthase (CHS). In order to synthesize pinocembrin from glucose in Escherichia coli, the PAL, 4CL, and CHS genes from three different plants were introduced into an E. coli strain. Next, we tested the different constructs containing 4CL and CHS. In addition, the malonyl-CoA level was increased by overexpressing acetyl-CoA carboxylase. Through these strategies, a high production yield (97 mg/l) of pinocembrin was achieved.

Abstract

Pinocembrin is a flavonoid that exhibits diverse biological properties. Although the major source of pinocembrin is propolis, it can be synthesized biologically using microorganisms such as Escherichia coli, which has been used to synthesize diverse natural compounds. Pinocembrin is synthesized from phenylalanine by the action of three enzymes; phenylalanine ammonia lyase (PAL), 4-coumarate:CoA ligase (4CL), and chalcone synthase (CHS). In order to synthesize pinocembrin from glucose in Escherichia coli, the PAL, 4CL, and CHS genes from three different plants were introduced into an E. coli strain. Next, we tested the different constructs containing 4CL and CHS. In addition, the malonyl-CoA level was increased by overexpressing acetyl-CoA carboxylase. Through these strategies, a high production yield (97 mg/l) of pinocembrin was achieved.

참고문헌 (31)

  1. Aboushoer MI, "Terpenes and flavonoids from an Egyptian collection of Cleome droserifolia", Nat. Prod. Res, 24, pp.687~696 (2010)
  2. Austin MB, "The chalcone synthase superfamily of type III polyketide synthases", Nat. Prod. Rep, 20, pp.79~110 (2003)
  3. Cochrane FC, "The Arabidopsis phenylalanine ammonia lyase gene family : kinetic characterization of the four PAL isoform", Phytochemistry, 65, pp.1557~1564 (2004)
  4. Dixon RA, "Stress-induced phenylpropanoid metabolism", Plant Cell, 7, pp.1085~1097 (1995)
  5. Hamberger B, "The 4-coumarate:CoA ligase gene family in Arabidopsis thaliana comprises one rare, sinapate-activating and three commonly occurring isoenzymes", Proc. Natl. Acad. Sci. USA, 101, pp.2209~2214 (2004)
  6. Houghton PJ, "Quantitation of the pinocembrin content of propolis by densitomety and high performance liquid chromatography", Phytochem. Anal, 6, pp.207~210 (1995)
  7. Hwang EI, "Production of plant-specific flavanoes by Escherichia coli containing an artificial gene cluster", Appl. Environ. Microbiol, 69, pp.2699~2707 (2003)
  8. Jangaard NO, "The characterization of phenylalanine ammonia-lyase from several plant species", Phytochemistry, 13, pp.1765~1768 (1974)
  9. Jaganath IB, "Dietary Flavonoids and Phenolic Compound in Plant Phenolics and Human Health" (2010), John Wiley & Sons
  10. Bong-Gyu Kim, "Analysis of Flavonoid Contents and Expression of Flavonoid Biosynthetic Genes in Populus euramericana Guinier in Response to Abiotic Stress", Applied Biological Chemistry, 55(1), pp.141~145 (2012), 한국응용생명화학회
  11. Kim BG, "Production of bioactive flavonol rhamnosides by expression of plant genes in Escherichia coli", J. Agric. Food Chem, 60, pp.11143~11148 (2012)
  12. Kim MJ, "Biosynthesis of bioactive O-methylated flavonoids in Escherichia coli", Appl. Microbiol. Biotechnol, 97, pp.7195~7204 (2013)
  13. Yoon-Jung Lee, "Enzymatic Synthesis of Phenolic CoAs Using 4-Coumarate:coenzyme A Ligase (4CL) from Rice", Bulletin of the Korean Chemical Society, 28(3), pp.365~366 (2007), 대한화학회
  14. Leonard E, "Engineering central metabolic pathways for high-level flavonoid production in Escherichia coli", Appl. Environ. Microbiol, 73, pp.3877~3886 (2007)
  15. Leonard E, "Strain improvement of recombinant Escherichia coli for efficient production of plant flavonoids", Mol. Pharm, 5, pp.257~265 (2008)
  16. Lim CF, "High-yield resveratrol production in engineered Escherichia coli", Appl. Environ. Microbiol, 77, pp.3451~3460 (2011)
  17. Liu R, "Pinocembrin protects against β-amyloid-induced toxicity in neurons through inhibiting receptor for advanced glycation end products (RAGE)-independent signaling pathways and regulating mitochondria-mediated apoptosis", BMC Med, 10, pp.105~ (2012)
  18. Miyahisa I, "Combinatorial biosynthesis of flavones and flavonols in Escherichia coli", Appl. Microbiol. Biotechnol, 71, pp.53~58 (2006)
  19. Miyahisa I, "Efficient production of (2S)-flavanones by Escherichia coli containing an artificial biosynthetic gene cluster", Appl. Microbiol. Biotechnol, 68, pp.498~504 (2005)
  20. 박성렬, "Enhanced Flavonoid Production in Streptomyces venezuelae via Metabolic Engineering", Journal of Microbiology and Biotechnology, 21(11), pp.1143~1146 (2011), 한국미생물·생명공학회
  21. Litao Peng, "Antifungal Activity and Action Mode of Pinocembrin from Propolis against Penicillium italicum", Food Science and Biotechnology, 21(6), pp.1533~1539 (2012), 한국식품과학회[DOI]
  22. Rasul A, "Pinocembrin: a novel natural compound with versatile pharmacological and biological activities", Biomed. Res. Int, 2013, pp.1~ (2013)
  23. Rösler J, "Maize phenylalanine ammonia-lyase has tyrosine ammonia-lyase activity", Plant Physiol, 113, pp.175~179 (1997)
  24. Santos CNS, "Optimization of a heterologous pathway for the production of flavonoids from glucose", Metab. Eng, 13, pp.392~400 (2011)
  25. Vogt T, "Phenylpropanoid biosynthesis", Mol. Plant, 3, pp.2~20 (2010)
  26. Weston RJ, "Antibacterial phenolic components of New Zealand manuka honey", Food Chem, 64, pp.295~301 (1999)
  27. Winkel-Shirley B., "Flavonoid biosynthesis. A colorful model for genetics, biochemistry, cell biology, and biotechnology", Plant Physiol, 126, pp.485~493 (2001)
  28. Wu J, "Metabolic engineering of Escherichia coli for (2S)-pincocembrin production from glucose by a modular metabolic strategy", Metab. Eng, 16, pp.48~55 (2013)
  29. Yan Y, "Biosynthesis of natural flavanones in Saccharomyces cerevisiae", Appl. Environ. Microbiol, 71, pp.5610~5613 (2005)
  30. Yang N, "Pinocembrin, a major flavonoid in propolis, improves the biological functions of EPCs derived from rat bone marrow through the PI3K-eNOS-NO signaling pathway", Cytotechnology, 65, pp.541~551 (2013)
  31. Chavi Yenjai, "Structural Modification of 5,7-Dimethoxyflavone from Kaempferia parviflora and Biological Activities", Archives of Pharmacal Research, 32(9), pp.1179~1184 (2009), 대한약학회

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