Efficient Production of δ-Guaiene, an Aroma Sesquiterpene Compound Accumulated in Agarwood, by Mevalonate Pathway-Engineered <i>Escherichia coli</i> Cells
- 1 Laboratory of Medicinal Bioresources, Graduate School of Medicine and Pharmaceutical Sciences for Research, University of Toyama, Toyama, Japan
- 2 Laboratory of Medicinal Bioresources, Graduate School of Medicine and Pharmaceutical Sciences for Research, University of Toyama, Toyama, Japan
- 3 Laboratory for Plant Genetic Function Science, Research Institute for Bioresources and Biotechnology, Ishikawa Prefectual University, Nonoichi, Japan
- 4 Laboratory of Medicinal Bioresources, Graduate School of Medicine and Pharmaceutical Sciences for Research, University of Toyama, Toyama, Japan
Abstract
Mevalonate pathway for isoprenoid biosynthesis was constructed in <i>Escherichia coli</i> cells by the transformation with a gene cluster isolated from <i>Streptomyces</i> sp., and farnesyl diphosphate synthase and δ-guaiene synthase genes were coexpressed in this strain. This transformant was capable of liberating an appreciable amount of δ-guaiene, an aroma sesquiterpene compound accumulated in agarwood, and its concentration was elevated to more than 30 μg/ml culture by the incubation with mevalonolactone as an isoprene precursor in a nutrient-enriched Terrific broth. Coexpression of type 1 isopentenyl diphosphate isomerase plus acetoacetyl-CoA ligase genes also enhanced δ-guaiene production, and the concentration of the compound was approximately 38 - 42 μg/ml culture in the presence of mevalonolactone or lithium acetoacetate. These results clearly indicate that mevalonate pathway-engineered <i>E. coli</i> cells showed an appreciable δ-guaiene producing activity in the en- riched medium in the presence of appropriate isoprene precursors.
- MNg, L.T., Chang, Y.S. and Kadir, A.A. (1997) A Review on Agar (Gaharu) Producing Aquilaria Species. Journal of Tropical Forest Products, 2, 272-285.
- Kumeta, Y. and Ito, M. (2010) Characterization of δ-Guaiene Synthases from Cultured Cells of Aquilaria Responsible for the Formation of the Sesquiterpenes in Agarwood. Plant Physiology, 154, 1998-2007. http://dx.doi.org/10.1104/pp.110.161828
- Kurosaki, F., Hirohashi, S., Katoh, T., Taura, F. and Lee, J.B. (2015) Cloning and Characterization of δ-Guaiene Synthase Genes Encoding a Sesquiterpene Cyclase from Aquilariamicrocarpa Cell Cultures. American Journal of Plant Sciences, 6, 2603-2611. http://dx.doi.org/10.4236/ajps.2015.616263
- Kurosaki, F. and Taura, F. (2015) Transcriptional Activation of Sesquiterpene Biosynthetic Enzyme δ-Guaiene Synthase Gene in Cell Cultures of Aquilariamicrocarpa Overexpressing cam1 and rac2 Encoding Calmodulin and RacGTPase. Plant Gene, 2, 25-28. http://dx.doi.org/10.1016/j.plgene.2015.03.004
- Kenmotsu, Y., Ogita, S., Katoh, Y., Yamamura, Y., Takao, Y., Tatsuo, Y., Fujino, H., Kadota, S. and Kurosaki, F. (2011) Methyl Jasmonate-Induced Enhancement of Expression Activity of Am-FaPS-1, a Putative Farnesyl Diphosphate Synthase Gene from Aquilariamicrocarpa. Journal of Natural Medicines, 65, 194-197. http://dx.doi.org/10.1007/s11418-010-0451-4
- Kato, T., Lee, J.B., Taura, F. and Kurosaki, F. (2016) Enhanced Production of δ-Guaiene, a Bicyclic Sesquiterpene Accumulated in Agarwood, by Coexpression of δ-Guaiene Synthase and Farnesyl Diphosphate Synthase Genes in Escherichia coli. Natural Product Communications, 11, 1221-1224.
- Rohmer, M., Knani, M., Simonin, P., Sutter, B. and Sahm, H. (1993) Isoprenoid Biosynthesis in Bacteria: A Novel Pathway for Early Steps Leading to Isopentenyl Diphosphate. Biochemical Journal, 295, 517-524. http://dx.doi.org/10.1042/bj2950517
- Martin, V.J., Pitera, D.J., Withers, S.T., Newman, J.D. and Keasling, J.D. (2003) Engineering a Mevalonate Pathway in Escherichia coli for Production of Terpenoids. Nature Biotechnology, 21, 796-802. http://dx.doi.org/10.1038/nbt833
- Vadali, R.V., Fu, Y., Bennett, G.N. and San, K.Y. (2005) Enhanced Lycopene Productivity by Manipulation of Carbon Fow to Isopentenyl Diphosphate in Escherichia coli. Biotechnology Progress, 21, 1558-1561. http://dx.doi.org/10.1021/bp050124l
- Yoon, S.H., Lee, Y.M., Kim, J.E., Lee, S.H., Lee, J.H., Kim, J.Y., Jung, K.H., Shin, Y.C., Keasling, J.D. and Kim, S.W. (2006) Enhanced Lycopene Production in Escherichia coli Engineered to Synthesize Isopentenyl Diphosphate and DimethylallylDiphosphate from Mevalonate. Biotechnology and Bioengineering, 94, 1025-1032. http://dx.doi.org/10.1002/bit.20912