Hertweck, C. The biosynthetic logic of polyketide diversity. Angew. Chem. Int. Ed. Engl. 48, 4688–4716 (2009).
Google Scholar
Austin, M. B. & Noel, J. P. The chalcone synthase superfamily of type III polyketide synthases. Nat. Prod. Rep. 20, 79–110 (2003).
Google Scholar
Lim, Y. P., Go, M. K. & Yew, W. S. Exploiting the biosynthetic potential of type III polyketide synthases. Molecules 21, 806 (2016).
Morita, H., Wong, C. P. & Abe, I. How structural subtleties lead to molecular diversity for the type III polyketide synthases. J. Biol. Chem. 294, 15121–15136 (2019).
Google Scholar
Sunil, C. & Xu, B. An insight into the health-promoting effects of taxifolin (dihydroquercetin). Phytochemistry 166, 112066 (2019).
Google Scholar
de la Lastra, C. A. & Villegas, I. Resveratrol as an antioxidant and pro-oxidant agent: Mechanisms and clinical implications. Biochem. Soc. Trans. 35, 1156–1160 (2007).
Google Scholar
Staunton, J. & Weissman, K. J. Polyketide biosynthesis: a millennium review. Nat. Prod. Rep. 18, 380–416 (2001).
Google Scholar
Fellermeier, M. & Zenk, M. H. Prenylation of olivetolate by a hemp transferase yields cannabigerolic acid, the precursor of tetrahydrocannabinol. FEBS Lett. 427, 283–285 (1998).
Google Scholar
Whiting, P. F. et al. Cannabinoids for medical use: a systematic review and meta-analysis. JAMA 313, 2456–2473 (2015).
Google Scholar
Nivina, A., Yuet, K. P., Hsu, J. & Khosla, C. Evolution and diversity of assembly-line polyketide synthases. Chem. Rev. 119, 12524–12547 (2019).
Google Scholar
Palmer, C. M. & Alper, H. S. Expanding the chemical palette of industrial microbes: metabolic engineering for type III PKS-derived polyketides. Biotechnol. J. 14, 1700463 (2019).
Luo, X. et al. Complete biosynthesis of cannabinoids and their unnatural analogues in yeast. Nature 567, 123–126 (2019).
Google Scholar
Chen, X. et al. Terpene synthase genes in eukaryotes beyond plants and fungi: occurrence in social amoebae. Proc. Natl Acad. Sci. USA 113, 12132–12137 (2016).
Google Scholar
Barnett, R. & Stallforth, P. Natural products from social amoebae. Chemistry 24, 4202–4214 (2018).
Google Scholar
Eichinger, L. et al. The genome of the social amoeba Dictyostelium discoideum. Nature 435, 43–57 (2005).
Google Scholar
Zucko, J. et al. Polyketide synthase genes and the natural products potential of Dictyostelium discoideum. Bioinformatics 23, 2543–2549 (2007).
Google Scholar
Ghosh, R. et al. Dissecting the functional role of polyketide synthases in Dictyostelium discoideum: biosynthesis of the differentiation regulating factor 4-methyl-5-pentylbenzene-1,3-diol. J. Biol. Chem. 283, 11348–11354 (2008).
Google Scholar
Heidel, A. J. et al. Phylogeny-wide analysis of social amoeba genomes highlights ancient origins for complex intercellular communication. Genome Res. 21, 1882–1891 (2011).
Google Scholar
Austin, M. B. et al. Biosynthesis of Dictyostelium discoideum differentiation-inducing factor by a hybrid type I fatty acid-type III polyketide synthase. Nat. Chem. Biol. 2, 494–502 (2006).
Google Scholar
Herbst, D. A., Townsend, C. A. & Maier, T. The architectures of iterative type I PKS and FAS. Nat. Prod. Rep. 35, 1046–1069 (2018).
Google Scholar
Shimizu, Y., Ogata, H. & Goto, S. Type III polyketide synthases: functional classification and phylogenomics. ChemBioChem 18, 50–65 (2017).
Google Scholar
Fey, P., Kowal, A. S., Gaudet, P., Pilcher, K. E. & Chisholm, R. L. Protocols for growth and development of Dictyostelium discoideum. Nat. Protoc. 2, 1307–1316 (2007).
Google Scholar
Morris, H. R., Taylor, G. W., Masento, M. S., Jermyn, K. A. & Kay, R. R. Chemical structure of the morphogen differentiation inducing factor from Dictyostelium discoideum. Nature 328, 811–814 (1987).
Google Scholar
Kay, R. R. & Jermyn, K. A. A possible morphogen controlling differentiation in Dictyostelium. Nature 303, 242–244 (1983).
Google Scholar
Carvalho, A., Hansen, E. H., Kayser, O., Carlsen, S. & Stehle, F. Designing microorganisms for heterologous biosynthesis of cannabinoids. FEMS Yeast Res. 17, fox037 (2017).
Taura, F. et al. Characterization of olivetol synthase, a polyketide synthase putatively involved in cannabinoid biosynthetic pathway. FEBS Lett. 583, 2061–2066 (2009).
Google Scholar
Gagne, S. J. et al. Identification of olivetolic acid cyclase from Cannabis sativa reveals a unique catalytic route to plant polyketides. Proc. Natl Acad. Sci. USA 109, 12811–12816 (2012).
Google Scholar
Morgan-Kiss, R. M. & Cronan, J. E. The Escherichia coli fadK (ydiD) gene encodes an anerobically regulated short chain acyl-CoA synthetase. J. Biol. Chem. 279, 37324–37333 (2004).
Google Scholar
Kay, R. R. The biosynthesis of differentiation-inducing factor, a chlorinated signal molecule regulating Dictyostelium development. J. Biol. Chem. 273, 2669–2675 (1998).
Google Scholar
Narita, T. B., Koide, K., Morita, N. & Saito, T. Dictyostelium hybrid polyketide synthase, SteelyA, produces 4-methyl-5-pentylbenzene-1,3-diol and induces spore maturation. FEMS Microbiol. Lett. 319, 82–87 (2011).
Google Scholar
Saito, T. et al. Identification of new differentiation inducing factors from Dictyostelium discoideum. Biochim. Biophys. Acta 1760, 754–761 (2006).
Google Scholar
Salehi, B. et al. Resveratrol: a double-edged sword in health benefits. Biomedicines 6, 91 (2018).
Hoefgen, S. et al. Facile assembly and fluorescence-based screening method for heterologous expression of biosynthetic pathways in fungi. Metab. Eng. 48, 44–51 (2018).
Google Scholar
Veltman, D. M., Keizer-Gunnink, I. & Haastert, P. J. An extrachromosomal, inducible expression system for Dictyostelium discoideum. Plasmid 61, 119–125 (2009).
Google Scholar
Milke, L., Aschenbrenner, J., Marienhagen, J. & Kallscheuer, N. Production of plant-derived polyphenols in microorganisms: current state and perspectives. Appl. Microbiol. Biotechnol. 102, 1575–1585 (2018).
Google Scholar
Wang, S. et al. Metabolic engineering of Escherichia coli for the biosynthesis of various phenylpropanoid derivatives. Metab. Eng. 29, 153–159 (2015).
Google Scholar
Unkles, S. E., Valiante, V., Mattern, D. J. & Brakhage, A. A. Synthetic biology tools for bioprospecting of natural products in eukaryotes. Chem. Biol. 21, 502–508 (2014).
Google Scholar
Katz, K. S. & Ratner, D. I. Homologous recombination and the repair of double-strand breaks during cotransformation of Dictyostelium discoideum. Mol. Cell. Biol. 8, 2779–2786 (1988).
Google Scholar
Wiegand, S., Kruse, J., Gronemann, S. & Hammann, C. Efficient generation of gene knockout plasmids for Dictyostelium discoideum using one-step cloning. Genomics 97, 321–325 (2011).
Google Scholar
Kuspa, A. & Loomis, W. F. Tagging developmental genes in Dictyostelium by restriction enzyme-mediated integration of plasmid DNA. Proc. Natl Acad. Sci. USA 89, 8803–8807 (1992).
Google Scholar
Sekine, R., Kawata, T. & Muramoto, T. CRISPR/Cas9 mediated targeting of multiple genes in Dictyostelium. Sci. Rep. 8, 8471 (2018).
Google Scholar
Tan, Z., Clomburg, J. M. & Gonzalez, R. Synthetic pathway for the production of olivetolic acid in Escherichia coli. ACS Synth. Biol. 7, 1886–1896 (2018).
Google Scholar
Lu, Y. et al. Production of the soluble human Fas ligand by Dictyostelium discoideum cultivated on a synthetic medium. J. Biotechnol. 108, 243–251 (2004).
Google Scholar
Vaknin, Y. et al. Identification and characterization of a novel Aspergillus fumigatus rhomboid family putative protease, RbdA, involved in hypoxia sensing and virulence. Infect. Immun. 84, 1866–1878 (2016).
Google Scholar
Levi, S., Polyakov, M. & Egelhoff, T. T. Green fluorescent protein and epitope tag fusion vectors for Dictyostelium discoideum. Plasmid 44, 231–238 (2000).
Google Scholar
Fey, P., Dodson, R. J., Basu, S. & Chisholm, R. L. In: Dictyostelium discoideum Protocols (eds Eichinger, L. & Rivero, F.) 59–92 (Humana Press, 2013).
Hirst, J., Kay, R. R. & Traynor, D. Dictyostelium cultivation, transfection, microscopy and fractionation. Bio. Protoc. 5, 1485 (2015).
Meier, K. et al. Correlation for the maximum oxygen transfer capacity in shake flasks for a wide range of operating conditions and for different culture media. Biochem. Eng. J. 109, 228–235 (2016).
Google Scholar
