Use of chitosan for removal of bisphenol a from aqueous solutions through quinone oxidation by polyphenol oxidase

Kimura, Yuji; Yamamoto, Masahito; Shimazaki, Reiko; Kashiwada, Ayumi; Matsuda, Kazuo; Yamada, Kazunori

doi:10.1002/app.35079

Cited by 21 publications

(20 citation statements)

References 33 publications

(59 reference statements)

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“…Chitosan and its derivatives have been used as a sorbent for BPA and its enzymatic oxidation by-products (i.e., quinones). Chitosan is more effective in the bead form than in solution or in powder form, when used to sorb quinones from treated wastewater (Kimura et al 2012;Suzuki et al 2010). Sorption of BPA and trichlorophenol (TCP) from wastewater has been investigated using magnetic chitosan-fly ash composite (Pan et al 2011).…”

Section: Remediation Of Organic Contaminantsmentioning

confidence: 99%

Environmental Applications of Chitosan and Its Derivatives

Yong

Shrivastava

Srivastava

et al. 2014

Reviews of Environmental Contamination and Toxicology Volume 233

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Chitosan originates from the seafood processing industry and is one of the most abundant of bio-waste materials. Chitosan is a by-product of the alkaline deacetylation process of chitin. Chemically, chitosan is a polysaccharide that is soluble in acidic solution and precipitates at higher pHs. It has great potential for certain environmental applications, such as remediation of organic and inorganic contaminants, including toxic metals and dyes in soil, sediment and water, and development of contaminant sensors. Traditionally, seafood waste has been the primary source of chitin. More recently, alternative sources have emerged such as fungal mycelium, mushroom and krill wastes, and these new sources of chitin and chitosan may overcome seasonal supply limitations that have existed. The production of chitosan from the above-mentioned waste streams not only reduces waste volume, but alleviates pressure on landfills to which the waste would otherwise go. Chitosan production involves four major steps, viz., deproteination, demineralization, bleaching and deacetylation. These four processes require excessive usage of strong alkali at different stages, and drives chitosan's production cost up, potentially making the application of high-grade chitosan for commercial remediation untenable. Alternate chitosan processing techniques, such as microbial or enzymatic processes, may become more cost-effective due to lower energy consumption and waste generation. Chitosan has proved to be versatile for so many environmental applications, because it possesses certain key functional groups, including - OH and -NH2 . However, the efficacy of chitosan is diminished at low pH because of its increased solubility and instability. These deficiencies can be overcome by modifying chitosan's structure via crosslinking. Such modification not only enhances the structural stability of chitosan under low pH conditions, but also improves its physicochemical characteristics, such as porosity, hydraulic conductivity, permeability, surface area and sorption capacity. Crosslinked chitosan is an excellent sorbent for trace metals especially because of the high flexibility of its structural stability. Sorption of trace metals by chitosan is selective and independent of the size and hardness of metal ions, or the physical form of chitosan (e.g., film, powder and solution). Both -OH and -NH2 groups in chitosan provide vital binding sites for complexing metal cations. At low pH, -NH3 + groups attract and coagulate negatively charged contaminants such as metal oxyanions, humic acids and dye molecules. Grafting certain functional molecules into the chitin structure improves sorption capacity and selectivity for remediating specific metal ions. For example, introducing sulfur and nitrogen donor ligands to chitosan alters the sorption preference for metals. Low molecular weight chitosan derivatives have been used to remediate metal contaminated soil and sediments. They have also been applied in permeable reactive barriers to remediate metals in soil and groun...

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Section: Remediation Of Organic Contaminantsmentioning

confidence: 99%

Environmental Applications of Chitosan and Its Derivatives

Yong

Shrivastava

Srivastava

et al. 2014

Reviews of Environmental Contamination and Toxicology Volume 233

View full text Add to dashboard Cite

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“…The amino group concentration was calculated from the weight concentration of stock chitosan solutions and the degree of deacetylation of the chitosan sample used. [37][38][39] The initial concentration of BPC and BPZ was 0.05 and 0.02 mM, respectively, and the others were 0.30 mM. The pH value of the solutions was adjusted to 6.0, since chitosan was insoluble at the optimum pH values of PPO.…”

Section: Homogeneous Reaction Using Chitosan Solutionmentioning

confidence: 99%

“…In addition, chitosan powders with different average diameters were used in place of the chitosan beads for the removal of bisphenol derivatives. [37,38] Quantitative assay of bisphenol derivatives…”

Section: Ppo-catalysed Quinone Oxidationmentioning

confidence: 99%

“…Then, a solution of precisely 20 mm 3 was injected into the HPLC system through a microsyringe and the absorption spectra were measured at the maximum absorption wavelength of each bisphenol derivative. Since a good linear relationship was obtained between the molar concentration and the peak area for each bisphenol derivative, the conversion was estimated from the peak areas before the enzymatic reaction and at time t. [35][36][37][38] UV-visible spectrum measurements for chitosan/quinone reaction A chitosan film was prepared from chitosan powder according to our previous article. [37][38][39] The chitosan films were incubated in the bisphenol derivative solutions containing PPO for 10-30 min.…”

Section: Ppo-catalysed Quinone Oxidationmentioning

confidence: 99%

“…[38] Therefore, the main objective of this study was to apply the procedure described earlier to the removal of bisphenol derivatives in the heterogeneous systems with chitosan beads or chitosan powders.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Removal of bisphenol derivatives through quinone oxidation by polyphenol oxidase and subsequent quinone adsorption on chitosan in the heterogeneous system

Kimura

Takahashi

Kashiwada

et al. 2015

Environmental Technology

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In this study, the combined use of a biopolymer chitosan and an oxidoreductase polyphenol oxidase (PPO) was systematically investigated for the removal of bisphenol derivatives from aqueous medium. The process parameters, such as the pH value, temperature, and PPO concentration, were estimated to conduct the enzymatic quinone oxidation of bisphenol derivatives by as little enzyme as possible. Bisphenol derivatives effectively underwent PPO-catalysed quinone oxidation without H2O2 unlike other oxidoreductases, such as peroxidase and tyrosinase, and the optimum conditions were determined to be pH 7.0 and 40°C for bisphenol B, bisphenol E, bisphenol O, and bisphenol Z; pH 7.0 and 30°C for bisphenol C and bisphenol F; and pH 8.0 and 40°C for bisphenol T. They were completely removed through adsorption of enzymatically generated quinone derivatives on chitosan beads or chitosan powders. Quinone adsorption on chitosan beads or chitosan powders in the heterogeneous system was found to be a more effective procedure than generation of aggregates in the homogeneous system with chitosan solution. The removal time was shortened by increasing the amount of chitosan beads or decreasing the size of the chitosan powders.

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Use of chitosan for removal of naphthols through tyrosinase‐catalyzed quinone oxidation

Kimura

Kashiwada

Matsuda

et al. 2012

J of Applied Polymer Sci

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In this study, the combined use of chitosan and mushroom tyrosinase was applied to remove 1‐naphthol and 2‐naphthol from aqueous solutions. In particular, the process parameters, such as the pH value, temperature, and enzyme dose, were discussed for tyrosinase‐catalyzed quinone oxidation of 1‐naphthol. The optimum conditions of enzymatic quinone oxidation of 1‐naphthol were determined to be pH 8.0 and 40°C. Under the optimum conditions, quinone oxidation of 1‐naphthol increased with an increase in the enzyme dose. Quinone derivatives enzymatically generated were chemisorbed on chitosan bead sand. The initial velocity of enzymatic quinone oxidation increased with an increase in the amount of added chitosan beads, since unfavorable interactions between quinone derivatives and tyrosinase in the solutions were restrained by quinone adsorption. 1‐Naphthol was completely removed for 8 h by quinone adsorption on chitosan beads (0.10 cm3/cm3) at 20 U/cm3. The removal time was shortened by increasing the enzyme dose or the amount of added chitosan beads. 2‐Naphthol was also completely removed by increasing the enzyme concentration and reaction time, since enzymatic quinone oxidation of 2‐naphthol was much slower than that of 1‐naphthol. The above results reveal that the procedure constructed in this study was an effective technique to remove naphthols. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012

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Use of chitosan for removal of bisphenol a from aqueous solutions through quinone oxidation by polyphenol oxidase

Cited by 21 publications

References 33 publications

Environmental Applications of Chitosan and Its Derivatives

Environmental Applications of Chitosan and Its Derivatives

Removal of bisphenol derivatives through quinone oxidation by polyphenol oxidase and subsequent quinone adsorption on chitosan in the heterogeneous system

Use of chitosan for removal of naphthols through tyrosinase‐catalyzed quinone oxidation

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