ArticleMicrobial biotechnology2013
Synthesis of ω-hydroxy dodecanoic acid based on an engineered CYP153A fusion construct.
Article in Microbial biotechnology, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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16 citing papers in PubMed, 93 citations in OpenAlex.
- Multi-step pathway engineering in probioticMetabolic engineering communications · 2025Article
- Synthetic Lipid Biology.Chemical reviews · 2025Review
- Prokaryotic expression and characterization of artificial self-sufficient CYP120A monooxygenases.Applied microbiology and biotechnology · 2023Article
- Recent insights into function, structure and modification of cytochrome P450 153 a family.Molecular biology reports · 2023Review
- Current state and future perspectives of cytochrome P450 enzymes for C-H and C=C oxygenation.Synthetic and systems biotechnology · 2022Article
- Progress in heterologous biosynthesis of forskolin.Journal of industrial microbiology & biotechnology · 2021Review
- Application of Random Mutagenesis and Synthetic FadR Promoter forFrontiers in bioengineering and biotechnology · 2021Article
- Process intensification for cytochrome P450 BM3-catalyzed oxy-functionalization of dodecanoic acid.Biotechnology and bioengineering · 2020Article
- Article
- Biosynthesis of Medium-Chain ω-Hydroxy Fatty Acids by AlkBGT ofFrontiers in bioengineering and biotechnology · 2019Article
- Production of 1-Dodecanol, 1-Tetradecanol, and 1,12-Dodecanediol through Whole-Cell Biotransformation in Escherichia coli.Applied and environmental microbiology · 2018Article
- Combination of ester biosynthesis and ω-oxidation for production of mono-ethyl dicarboxylic acids and di-ethyl esters in a whole-cell biocatalytic setup with Escherichia coli.Microbial cell factories · 2017Article
- Effect of cell permeability and dehydrogenase expression on octane activation by CYP153A6-based whole cell Escherichia coli catalysts.Microbial cell factories · 2017Article
- P450Applied microbiology and biotechnology · 2017Article
- Metabolic engineering of Escherichia coli for the production of hydroxy fatty acids from glucose.BMC biotechnology · 2016Article
- Fungal cytochrome P450 monooxygenases of Fusarium oxysporum for the synthesis of ω-hydroxy fatty acids in engineered Saccharomyces cerevisiae.Microbial cell factories · 2015Article
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Authors and funding
6 authors at 2 institutions in 2 countries.
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No grant is acknowledged in the PubMed record.
Abstract
A bacterial P450 monooxygenase-based whole cell biocatalyst using Escherichia coli has been applied in the production of ω-hydroxy dodecanoic acid from dodecanoic acid (C12-FA) or the corresponding methyl ester. We have constructed and purified a chimeric protein where the fusion of the monooxygenase CYP153A from Marinobacter aquaeloei to the reductase domain of P450 BM3 from Bacillus megaterium ensures optimal protein expression and efficient electron coupling. The chimera was demonstrated to be functional and three times more efficient than other sets of redox components evaluated. The established fusion protein (CYP153AM. aq. -CPR) was used for the hydroxylation of C12-FA in in vivo studies. These experiments yielded 1.2 g l(-1) ω-hydroxy dodecanoic from 10 g l(-1) C12-FA with high regioselectivity (> 95%) for the terminal position. As a second strategy, we utilized C12-FA methyl ester as substrate in a two-phase system (5:1 aqueous/organic phase) configuration to overcome low substrate solubility and product toxicity by continuous extraction. The biocatalytic system was further improved with the coexpression of an additional outer membrane transport system (AlkL) to increase the substrate transfer into the cell, resulting in the production of 4 g l(-1) ω-hydroxy dodecanoic acid. We further summarized the most important aspects of the whole-cell process and thereupon discuss the limits of the applied oxygenation reactions referring to hydrogen peroxide, acetate and P450 concentrations that impact the efficiency of the production host negatively.
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