Engineering 4-coumaroyl-CoA derived polyketide production in Yarrowia lipolytica through a β-oxidation mediated strategy

Metabolic Engineering - Tập 57 - Trang 174-181 - 2020
Claire M. Palmer1, Kelly K. Miller2, Ankim Nguyen2, Hal S. Alper1,2
1Institute for Cellular and Molecular Biology, The University of Texas at Austin, 2500 Speedway Avenue, Austin, TX, 78712, USA
2McKetta Department of Chemical Engineering, The University of Texas at Austin, 200 E Dean Keeton St., Stop C0400, Austin, TX 78712, USA

Tài liệu tham khảo

Abdel-Mawgoud, 2018, Metabolic engineering in the host Yarrowia lipolytica, Metab. Eng., 192–208 Abe, 2001, Benzalacetone synthase. A novel polyketide synthase that plays a crucial role in the biosynthesis of phenylbutanones in Rheum palmatum, Eur. J. Biochem., 268, 3354, 10.1046/j.1432-1327.2001.02255.x Abe, 2007, Structure function analysis of benzalacetone synthase from Rheum palmatum, Bioorg. Med. Chem. Lett., 17, 3161, 10.1016/j.bmcl.2007.03.029 Berner, 2006, Genes and enzymes involved in caffeic acid biosynthesis in the actinomycete Saccharothrix espanaensis, J. Bacteriol., 188, 2666, 10.1128/JB.188.7.2666-2673.2006 Beuerle, 2002, Enzymatic synthesis and purification of aromatic coenzyme A esters, Anal. Biochem., 302, 305, 10.1006/abio.2001.5574 Bhullar, 2015, Lifespan and healthspan extension by resveratrol, Biochim. Biophys. Acta - Mol. Basis Dis., 1852, 1209, 10.1016/j.bbadis.2015.01.012 Blazeck, 2011, Tuning gene expression in Yarrowia lipolytica by a hybrid promoter approach, Appl. Environ. Microbiol., 77, 7905, 10.1128/AEM.05763-11 Borriello, 2014, Resveratrol: from basic studies to bedside, 167 Cardenas, 2016, Engineering cofactor and transport mechanisms in Saccharomyces cerevisiae for enhanced acetyl-CoA and polyketide biosynthesis, Metab. Eng., 36, 80, 10.1016/j.ymben.2016.02.009 Cardenas, 2014, Metabolic engineering of Saccharomyces cerevisiae for the production of triacetic acid lactone, Metab. Eng., 25, 194, 10.1016/j.ymben.2014.07.008 Chia, 2012, Triacetic acid lactone as a potential biorenewable platform chemical, Green Chem., 14, 1850, 10.1039/c2gc35343a Dibyendu, 2015, A brief review on plant type III polyketide synthases, an important group of enzyme of secondary metabolism, Res. J. Recent Sci., 4, 138 Ekas, 2019, Recent advancements in fungal-derived fuel and chemical production and commercialization, Curr. Opin. Biotechnol., 57, 1, 10.1016/j.copbio.2018.08.014 Fang, 2017, Engineering Escherichia coli co-cultures for production of curcuminoids from glucose, Biotechnol. J., 13 Hashimoto, 2014, Fungal type III polyketide synthases, Nat. Prod. Rep., 31, 1306, 10.1039/C4NP00096J Jendresen, 2015, Highly active and specific tyrosine ammonia-lyases from diverse origins enable enhanced production of aromatic compounds in bacteria and Saccharomyces cerevisiae, Appl. Environ. Microbiol., 81, 4458, 10.1128/AEM.00405-15 Katsuyama, 2008, Production of curcuminoids by Escherichia coli carrying an artificial biosynthesis pathway, Microbiology, 154, 2620, 10.1099/mic.0.2008/018721-0 Koopman, 2012, De novo production of the flavonoid naringenin in engineered Saccharomyces cerevisiae, Microb. Cell Factories, 11, 155, 10.1186/1475-2859-11-155 Kraus, 2016, Triacetic acid lactone as a common intermediate for the synthesis of 4-hydroxy-2-pyridones and 4-amino-2-pyrones, Tetrahedron Lett., 57, 1293, 10.1016/j.tetlet.2016.02.043 Lee, 2012, Systems metabolic engineering of microorganisms for natural and non-natural chemicals, Nat. Chem. Biol., 8, 536, 10.1038/nchembio.970 Lehka, 2017, Improving heterologous production of phenylpropanoids in Saccharomyces cerevisiae by tackling an unwanted side reaction of Tsc13, an endogenous double-bond reductase, FEMS Yeast Res., 17, 1 Li, 2017, Biosensor-aided high-throughput screening of hyper-producing cells for malonyl-CoA-derived products, Microb. Cell Factories, 16, 187, 10.1186/s12934-017-0794-6 Li, 2015, De novo production of resveratrol from glucose or ethanol by engineered Saccharomyces cerevisiae, Metab. Eng., 32, 1, 10.1016/j.ymben.2015.08.007 Li, 2016, Engineering yeast for high-level production of stilbenoid antioxidants, Sci. Rep., 6, 1 Lim, 2016, Exploiting the biosynthetic potential of type III polyketide synthases, Molecules, 21, 1, 10.3390/molecules21060806 Liu, 2014, Draft genome sequence of the oleaginous yeast Yarrowia lipolytica PO1f, a commonly used metabolic engineering host, Genome Announc., 2, 10.1128/genomeA.00652-14 Liu, 2019, Recent trends in metabolic engineering of microbial chemical factories, Curr. Opin. Biotechnol., 60, 188, 10.1016/j.copbio.2019.05.010 Luttik, 2008, Alleviation of feedback inhibition in Saccharomyces cerevisiae aromatic amino acid biosynthesis: quantification of metabolic impact, Metab. Eng., 10, 141, 10.1016/j.ymben.2008.02.002 Lv, 2019, Optimizing oleaginous yeast cell factories for flavonoids and hydroxylated flavonoids biosynthesis, ACS Synth. Biol., 10.1021/acssynbio.9b00193 Madzak, 2015, Yarrowia lipolytica: recent achievements in heterologous protein expression and pathway engineering, Appl. Microbiol. Biotechnol., 99, 4559, 10.1007/s00253-015-6624-z Madzak, 2000, Strong hybrid promoters and integrative expression/secretion vectors for quasi-constitutive expression of heterologous proteins in the yeast Yarrowia lipolytica, J. Mol. Microbiol. Biotechnol., 2, 207 Markham, 2018, Rewiring Yarrowia lipolytica toward triacetic acid lactone for materials generation, Proc. Natl. Acad. Sci. U.S.A., 115, 2096, 10.1073/pnas.1721203115 Markham, 2018, High-efficiency transformation of Yarrowia lipolytica using electroporation, FEMS Yeast Res., 18, 81, 10.1093/femsyr/foy081 Morita, 2010, Expression, purification and crystallization of a plant type III polyketide synthase that produces diarylheptanoids, Acta Crystallogr. Sect. F Struct. Biol. Cryst. Commun., 66, 948, 10.1107/S1744309110023572 Morita, 2010, Structural basis for the one-pot formation of the diarylheptanoid scaffold by curcuminoid synthase from Oryza sativa, Proc. Natl. Acad. Sci. U.S.A., 107, 19778, 10.1073/pnas.1011499107 Mol, 1985, Spontaneous and enzymic rearrangement of naringenin chalcone to flavanone, Phytochemistry, 24, 2267, 10.1016/S0031-9422(00)83023-X Palmer, 2019, Expanding the chemical palette of industrial microbes: metabolic engineering for type III PKS-derived polyketides, Biotechnol. J., 14, 10.1002/biot.201700463 Rodriguez, 2015, Establishment of a yeast platform strain for production of p-coumaric acid through metabolic engineering of aromatic amino acid biosynthesis, Metab. Eng., 31, 181, 10.1016/j.ymben.2015.08.003 Rodriguez, 2017, Metabolic engineering of yeast for fermentative production of flavonoids, Bioresour. Technol., 245, 1645, 10.1016/j.biortech.2017.06.043 Sagrera, 2005, Microwave accelerated solvent-free synthesis of flavanones, J. Braz. Chem. Soc., 16, 851, 10.1590/S0103-50532005000500026 Salehi, 2019, The therapeutic potential of naringenin: a review of clinical trials, Pharmaceuticals, 12, 11, 10.3390/ph12010011 Santos, 2011, Optimization of a heterologous pathway for the production of flavonoids from glucose, Metab. Eng., 13, 392, 10.1016/j.ymben.2011.02.002 Saunders, 2015, Triacetic acid lactone production in industrial Saccharomyces yeast strains, J. Ind. Microbiol. Biotechnol., 42, 711, 10.1007/s10295-015-1596-7 Schröder, 1988, Molecular analysis of resveratrol synthase. cDNA, genomic clones and relationship with chalcone synthase, Eur. J. Biochem., 172, 161, 10.1111/j.1432-1033.1988.tb13868.x Shakeri, 2019, Curcumin and its analogues protect from endoplasmic reticulum stress: mechanisms and pathways, Pharmacol. Res., 146, 104335, 10.1016/j.phrs.2019.104335 Shanks, 2017, Bioprivileged molecules: creating value from biomass, Green Chem., 19, 3177, 10.1039/C7GC00296C Shimizu, 2017, Type III polyketide synthases: functional classification and phylogenomics, Chembiochem, 18, 50, 10.1002/cbic.201600522 Shomura, 2005, Crystal structure of stilbene synthase from Arachis hypogaea, Proteins Struct. Funct. Bioinforma., 60, 803, 10.1002/prot.20584 Sumita, 2002, Peroxisome deficiency represses the expression of n-alkane-inducible YlALK1 encoding cytochrome P450ALK1 in Yarrowia lipolytica, FEMS Microbiol. Lett., 214, 31, 10.1111/j.1574-6968.2002.tb11321.x Sun, 2015, Metabolic engineering of strains: from industrial-scale to lab-scale chemical production, J. Ind. Microbiol. Biotechnol., 42, 423, 10.1007/s10295-014-1539-8 Sydor, 2010, Considerable increase in resveratrol production by recombinant industrial yeast strains with use of rich medium, Appl. Environ. Microbiol., 76, 3361, 10.1128/AEM.02796-09 Tan, 2019, Curcumin combination chemotherapy: the implication and efficacy in cancer, Molecules, 24, 2527, 10.3390/molecules24142527 Tan, 1995, The Hansenula polymorpha PER8 gene encodes a novel peroxisomal integral membrane protein involved in proliferation, J. Cell Biol., 128, 307, 10.1083/jcb.128.3.307 Tang, 2013, Screening for enhanced triacetic acid lactone (TAL) production by recombinant Escherichia coli expressing a designed TAL reporter, J. Am. Chem. Soc., 135, 10099, 10.1021/ja402654z Vickery, 2018, A coupled in vitro/in vivo approach for engineering a heterologous Type III PKS to enhance polyketide biosynthesis in Saccharomyces cerevisiae, Biotechnol. Bioeng., 115, 1394, 10.1002/bit.26564 Vogt, 2010, Phenylpropanoid biosynthesis, Mol. Plant, 3, 2, 10.1093/mp/ssp106 Wagner, 2018, Developing a piggyBac transposon system and compatible selection markers for insertional mutagenesis and genome engineering in Yarrowia lipolytica, Biotechnol. J., 13, 10.1002/biot.201800022 Wanibuchi, 2007, An acridone-producing novel multifunctional type III polyketide synthase from Huperzia serrata, FEBS J., 274, 1073, 10.1111/j.1742-4658.2007.05656.x Wu, 2014, Modular optimization of heterologous pathways for de novo synthesis of (2S)-Naringenin in Escherichia coli, PLoS One, 9, 1 Xie, 2006, Microbial synthesis of triacetic acid lactone, Biotechnol. Bioeng., 93, 727, 10.1002/bit.20759 Xu, 2011, Genome-scale metabolic network modeling results in minimal interventions that cooperatively force carbon flux towards malonyl-CoA, Metab. Eng., 13, 578, 10.1016/j.ymben.2011.06.008 Yuan, 2019, Metabolic engineering of microbial cell factories for production of nutraceuticals, Microb. Cell Factories, 18, 46, 10.1186/s12934-019-1096-y Zeng, 2018, Naringenin as a potential immunomodulator in therapeutics, Pharmacol. Res., 135, 122, 10.1016/j.phrs.2018.08.002 Zhou, 2019, Fine‐tuning the (2S)‐naringenin synthetic pathway using an iterative high‐throughput balancing strategy, Biotechnol. Bioeng., 116, 1392, 10.1002/bit.26941