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Aconitic Acid

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Kohtaro Kirimura – One of the best experts on this subject based on the ideXlab platform.

  • Constitutive production of aconitate isomerase by Pseudomonas sp. WU-0701 in relation to trans-Aconitic Acid assimilation.
    Journal of bioscience and bioengineering, 2020
    Co-Authors: Arisa Takiguchi, Isato Yoshioka, Yunosuke Oda, Yoshitaka Ishii, Kohtaro Kirimura

    Abstract:

    Aconitic Acid, an unsaturated tricarboxylic Acid, is used in the chemical industry as raw materials for organic synthesis, especially as a specific substrate for a flavoring agent. trans-Aconitic Acid (tAA) is a trans-isomer of cis-Aconitic Acid and detected in some plants and bacteria. However, biosynthetic route and metabolism of tAA in relation to assimilation have been unknown. Aconitate isomerase (AI; EC 5.3.3.7) catalyzes the reversible isomerization between cis-Aconitic Acid and tAA. Pseudomonas sp. WU-0701 was isolated as a bacterium assimilating tAA as sole carbon source, and characterization and gene identification of AI were already reported. Here, we describe that Pseudomonas sp. WU-0701 exhibited growth in each synthetic medium containing glucose, citric Acid, isocitric Acid, or tAA as sole carbon source. AI was intracellularly detected all the time during the cultivation of the strain WU-0701 cells, irrespective of the carbon sources; AI activity was detected even in the glucose-grown cells. Through the subcellular fractionation experiments, AI was detected in the periplasmic fraction. This is the first report indicating that a bacterium belonging to the genus Pseudomonas is constitutive for the AI production.

  • Bioproduction of trans‐Aconitic Acid from Citric Acid by Whole‐Cell Reaction of Escherichia coli Heterologously Expressing the Aconitate Isomerase Gene from Pseudomonas sp. WU‐0701
    ChemistrySelect, 2016
    Co-Authors: Keiichi Kobayashi, Junya Maruebi, Kohtaro Kirimura

    Abstract:

    Aconitate isomerase (AI; EC 5.3.3.7) catalyzes the isomerization of cis-Aconitic Acid and trans-Aconitic Acid. Since trans-Aconitic Acid is an unsaturated organic Acid, effective and environmentally benign processes are needed for trans-Aconitic Acid production. Here, the genes encoding AI from Pseudomonas sp. WU-0701 and aconitate hydratase (AH; EC 4.2.1.3) from Escherichia coli W3110, catalyzing the dehydration of citric Acid and formation of cis-Aconitic Acid, were co-expressed in E. coli Rosetta 2(DE3). The recombinant E. coli cells were used as biocatalysts for trans-Aconitic Acid production from citric Acid by whole-cell reaction. The optimal conditions were 37°C and pH 7.0. Using recombinant E. coli cells as biocatalysts for the whole-cell reaction, 91 mM trans-Aconitic Acid was produced from 400 mM citric Acid within 120 min. This is the first report describing a solvent- and harmful reagent-free system for trans-Aconitic Acid bioproduction usable under moderate conditions.

  • bioproduction of trans Aconitic Acid from citric Acid by whole cell reaction of escherichia coli heterologously expressing the aconitate isomerase gene from pseudomonas sp wu 0701
    ChemistrySelect, 2016
    Co-Authors: Keiichi Kobayashi, Junya Maruebi, Kohtaro Kirimura

    Abstract:

    Aconitate isomerase (AI; EC 5.3.3.7) catalyzes the isomerization of cis-Aconitic Acid and trans-Aconitic Acid. Since trans-Aconitic Acid is an unsaturated organic Acid, effective and environmentally benign processes are needed for trans-Aconitic Acid production. Here, the genes encoding AI from Pseudomonas sp. WU-0701 and aconitate hydratase (AH; EC 4.2.1.3) from Escherichia coli W3110, catalyzing the dehydration of citric Acid and formation of cis-Aconitic Acid, were co-expressed in E. coli Rosetta 2(DE3). The recombinant E. coli cells were used as biocatalysts for trans-Aconitic Acid production from citric Acid by whole-cell reaction. The optimal conditions were 37°C and pH 7.0. Using recombinant E. coli cells as biocatalysts for the whole-cell reaction, 91 mM trans-Aconitic Acid was produced from 400 mM citric Acid within 120 min. This is the first report describing a solvent- and harmful reagent-free system for trans-Aconitic Acid bioproduction usable under moderate conditions.

Horacio N. Sólimo – One of the best experts on this subject based on the ideXlab platform.

  • aqueous phase diagrams containing t Aconitic Acid 1 pentanol or isobutyl acetate or methyl isobutyl ketone at 303 15 k
    Fluid Phase Equilibria, 2000
    Co-Authors: Norma Barnes, Mónica B. Gramajo De Doz, Horacio N. Sólimo

    Abstract:

    Abstract Phase diagrams of ternary systems, water+ t –Aconitic Acid (AA)+(1-pentanol (P) or +isobutyl acetate (iBuAc) or +methyl isobutyl ketone (MIK)), were obtained at 303.15±0.05 K. Experimental results show that all aqueous AA systems have one liquid–liquid equilibria region and three solid–liquid equilibria zones, where the solid is the AA. The recovery of this Acid from aqueous solutions was evaluated by analyzing its distribution coefficients, selectivities, and distribution curves on a solvent-free basis. Although the experimental distribution coefficients are practically always less than unity for the three systems, the selectivities are higher due to the lower solubility of the non-consolutes, particularly for MIK, which appears as the best solvent among those studied here. The experimental data were also compared with values calculated by the NRTL and UNIQUAC equations for these ternary mixtures.

  • Liquid-liquid extraction of trans-Aconitic Acid from aqueous solutions with tributyl phosphate and a mixed solvent at 303.15 K
    Industrial & Engineering Chemistry Research, 2000
    Co-Authors: Norma Barnes, M. B. Gramajo De Doz, Horacio N. Sólimo

    Abstract:

    The phase diagram of the water + trans-Aconitic Acid + tributyl phosphate ternary system was obtained at 303.15 K. Experiments were also conducted on the equilibrium distribution of trans-Aconitic Acid between its aqueous solutions and a mixed solvent: tributyl phosphate (TBP) + hexane (H) (with a volume ratio of 60/40 TBP/H). Analysis of the results shows that the diluent (H) decreases the selectivity and the distribution coefficient when compared with pure TBP. However, this is not relevant because these properties are still appropriate for extraction purposes. Additionally, a multistage cross-flow extraction process was performed in order to verify the accuracy of the basic equilibrium data and to obtain the number of stages required to extract trans-Aconitic Acid from its aqueous solutions. This number was also graphically determined by using a distribution diagram in Bancroft’s coordinates and analytically calculated assuming virtual immiscibility between the feed and the extraction solvents. The extraction process was also simulated following the procedure contained in the ChemCAD Process Flowsheet Simulator 4.0 and compared with the experimental results.

  • Aqueous phase diagrams containing t-Aconitic Acid+(1-pentanol or +isobutyl acetate or +methyl isobutyl ketone) at 303.15 K☆
    Fluid Phase Equilibria, 2000
    Co-Authors: Norma Barnes, Mónica B. Gramajo De Doz, Horacio N. Sólimo

    Abstract:

    Abstract Phase diagrams of ternary systems, water+ t –Aconitic Acid (AA)+(1-pentanol (P) or +isobutyl acetate (iBuAc) or +methyl isobutyl ketone (MIK)), were obtained at 303.15±0.05 K. Experimental results show that all aqueous AA systems have one liquid–liquid equilibria region and three solid–liquid equilibria zones, where the solid is the AA. The recovery of this Acid from aqueous solutions was evaluated by analyzing its distribution coefficients, selectivities, and distribution curves on a solvent-free basis. Although the experimental distribution coefficients are practically always less than unity for the three systems, the selectivities are higher due to the lower solubility of the non-consolutes, particularly for MIK, which appears as the best solvent among those studied here. The experimental data were also compared with values calculated by the NRTL and UNIQUAC equations for these ternary mixtures.

Arisa Takiguchi – One of the best experts on this subject based on the ideXlab platform.

  • Constitutive production of aconitate isomerase by Pseudomonas sp. WU-0701 in relation to trans-Aconitic Acid assimilation.
    Journal of bioscience and bioengineering, 2020
    Co-Authors: Arisa Takiguchi, Isato Yoshioka, Yunosuke Oda, Yoshitaka Ishii, Kohtaro Kirimura

    Abstract:

    Aconitic Acid, an unsaturated tricarboxylic Acid, is used in the chemical industry as raw materials for organic synthesis, especially as a specific substrate for a flavoring agent. trans-Aconitic Acid (tAA) is a trans-isomer of cis-Aconitic Acid and detected in some plants and bacteria. However, biosynthetic route and metabolism of tAA in relation to assimilation have been unknown. Aconitate isomerase (AI; EC 5.3.3.7) catalyzes the reversible isomerization between cis-Aconitic Acid and tAA. Pseudomonas sp. WU-0701 was isolated as a bacterium assimilating tAA as sole carbon source, and characterization and gene identification of AI were already reported. Here, we describe that Pseudomonas sp. WU-0701 exhibited growth in each synthetic medium containing glucose, citric Acid, isocitric Acid, or tAA as sole carbon source. AI was intracellularly detected all the time during the cultivation of the strain WU-0701 cells, irrespective of the carbon sources; AI activity was detected even in the glucose-grown cells. Through the subcellular fractionation experiments, AI was detected in the periplasmic fraction. This is the first report indicating that a bacterium belonging to the genus Pseudomonas is constitutive for the AI production.