Abstract
BackgroundStyrene and its derivatives as monomers and petroleum-based feedstocks are valuable as raw materials in industrial processes. The chemical reaction for styrene production uses harsh reaction conditions such as high temperatures or pressures, or requires base catalysis with microwave heating. On the other hand, production of styrene and its derivatives in Escherichia coli is an environmental friendly process to produce conventional petroleum-based feedstocks.ResultsAn artificial biosynthetic pathway was developed in E. coli that yields 4-hydroxystyrene, 3,4-dihydroxystyrene and 4-hydroxy-3-methoxystyrene from simple carbon sources. This artificial biosynthetic pathway has a codon-optimized phenolic acid decarboxylase (pad) gene from Bacillus and some of the phenolic acid biosynthetic genes. E. coli strains with the tal and pad genes, the tal, sam5, and pad genes, and the tal, sam5, com, and pad genes produced 4-hydroxystyrene, 3,4-dihydroxystyrene and 4-hydorxy-3-methoxystyrene, respectively. Furthermore, these pathways were expressed in a tyrosine overproducing E. coli. The yields for 4-hydroxystyrene, 3,4-dihydroxystyrene and 4-hydorxy-3-methoxystyrene reached 355, 63, and 64 mg/L, respectively, in shaking flasks after 36 h of cultivation.ConclusionsOur system is the first to use E. coli with artificial biosynthetic pathways for the de novo synthesis of 3,4-dihydroxystyrene and 4-hydroxy-3-methoxystyrene in a simple glucose medium. Similar approaches using microbial synthesis from simple sugar could be useful in the synthesis of plant-based aromatic chemicals.Electronic supplementary materialThe online version of this article (doi:10.1186/s12934-015-0268-7) contains supplementary material, which is available to authorized users.
Highlights
Styrene and its derivatives as monomers and petroleum-based feedstocks are valuable as raw materials in industrial processes
Bioconversion of phenolic acids to hydroxystyrenes through phenolic acid decarboxylase Previous studies reported that phenolic acid decarboxylase from B. amyloliquefaciens produces 4-hydroxystyrene, 3,4-dihydroxystyrene and 4-hydroxy3-methoxystyrene using 4-coumaric acid, caffeic acid and ferulic acid as substrates, respectively [21]
This study investigated the functions of the codon-optimized pad gene in E. coli in a bioconversion experiments using cinnamic acid, 4-coumaric acid, caffeic acid, ferulic acid, and sinapic acid as substrates
Summary
Styrene and its derivatives as monomers and petroleum-based feedstocks are valuable as raw materials in industrial processes. The chemical reaction for styrene production uses harsh reaction conditions such as high tem‐ peratures or pressures, or requires base catalysis with microwave heating. Production of styrene and its derivatives in Escherichia coli is an environmental friendly process to produce conventional petroleum-based feedstocks. Styrene is one of the most important aromatic chemicals produced industrially. It has many uses including in the manufacture of polystyrenes, plastics, and styrenebutadiene rubbers. Hydroxystyrene is a monomer used in the production of numerous polymers and in petroleum-based feedstocks for resins, elastomers, and adhesives. Poly-hydroxystyrene, called polyvinylphenol (PVP), is a plastic structurally similar to polystyrene. Styrene production in Saccharomyces cerevisiae was recently reported combining metabolic evolution with systematic strain and pathway engineering [9, 10]
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