Removal of<i>p</i>-Alkylphenols from Aqueous Solutions by Combined Use of Mushroom Tyrosinase and Chitosan Beads

Yamada, Kazunori; Inoue, Tomoaki; Akiba, Yuji; Kashiwada, Ayumi; Matsuda, Kazuo; Hirata, Mitsuo

doi:10.1271/bbb.60205

Cited by 42 publications

(40 citation statements)

References 35 publications

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“…[59][60][61][62][63] The peak position at 385 nm obtained in this study was in agreement with those assigned to quinone derivatives enzymatically generated from alkylphenols. 62 The emergence of the peak at 385 nm and color development of the solution support quinone generation from BPA by mushroom tyrosinase.…”

Section: Effect Of H 2 O 2 Concentrationsupporting

confidence: 85%

“…A solution of 20 mm 3 was injected and the absorption spectra were determined. 62,63,65 RESULTS AND DISCUSSION…”

Section: Removal Of Bisphenol Derivatives and Their Quantitative Assaymentioning

confidence: 99%

“…Therefore, the second step to remove phenol compounds form aqueous solutions was to use chitosan as an amino group-containing polymer. [59][60][61][62][63] When a chitosan solution was added to solutions of alkylphenols and chlorophenols containing tyrosinase, water-insoluble precipitates were generated through the reaction of quinone derivatives generated with chitosan's amino groups. 64 Alternatively, in our previous articles crosslinked chitosan beads were dispersed in solutions of alkylphenols and chlorophenols containing tyrosinase.…”

Section: Introductionmentioning

confidence: 99%

“…64 Alternatively, in our previous articles crosslinked chitosan beads were dispersed in solutions of alkylphenols and chlorophenols containing tyrosinase. 62,63 Then, alkylphenols and chlorophenols were effectively removed through chemisorption of quinone derivatives on chitosan beads. It should be noted that an increase in the amount of chitosan Figure 1 Chemical structures of chitosan and BPA and bisphenol derivatives used in this study.…”

Section: Introductionmentioning

confidence: 99%

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Use of chitosan for removal of bisphenol A and bisphenol derivatives through tyrosinase‐catalyzed quinone oxidation

Suzuki¹,

Sugiyama²,

Musashi³

et al. 2010

J of Applied Polymer Sci

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In this study, the availability of chitosan was systematically investigated for removal of bisphenol A (BPA, 2,2-bis(hydroxyphenyl)propane) through the tyrosinase-catalyzed quinone oxidation and subsequent quinone adsorption on chitosan beads. In particular, the process parameters, such as the hydrogen peroxide (H 2 O 2 )-to-BPA ratio, pH value, temperature, and tyrosinase dose, were discussed in detail for the enzymatic quinone oxidation. Tyrosinase-catalyzed quinone oxidation of BPA was effectively enhanced by adding H 2 O 2 and the optimum conditions for BPA at 0.3 mM were determined to be pH 7.0 and 40 C in the presence of H 2 O 2 at 0.3 mM ([H 2 O 2 ]/[BPA] ¼ 1.0). Removal of BPA from aqueous solutions was accomplished by adsorption of enzymatically generated quinone derivatives on chitosan beads. The use of chitosan in the form of beads was found to be more effective because heterogeneous removal of BPA with chitosan beads was much faster than homogeneous removal of BPA with chitosan solutions, and the removal efficiency was enhanced by increasing the amount of chitosan beads dispersed in the BPA solutions and BPA was completely removed by quinone adsorption in the presence of chitosan beads more than 0.10 cm 3 /cm 3 . In addition, a variety of bisphenol derivatives were completely or effectively removed by the procedure constructed in this study, although the enzyme dose or the amount of chitosan beads was further increased as necessary for some of the bisphenol derivatives used.

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Section: Effect Of H 2 O 2 Concentrationsupporting

confidence: 85%

“…A solution of 20 mm 3 was injected and the absorption spectra were determined. 62,63,65 RESULTS AND DISCUSSION…”

Section: Removal Of Bisphenol Derivatives and Their Quantitative Assaymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Use of chitosan for removal of bisphenol A and bisphenol derivatives through tyrosinase‐catalyzed quinone oxidation

Suzuki¹,

Sugiyama²,

Musashi³

et al. 2010

J of Applied Polymer Sci

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“…As phenolic compounds usually exhibit electrodic process and the use of electrochemistry to study enzymatic reactions on aqueous-organic media has been previously reported [27,28], the catalytic oxidation of NDGA by laccase was studied using cyclic voltammetry. Similar to other phenolic compounds, the laccase oxidises NDGA into reactive quinones that can undergo either Schiff base or Michael´s-type addition reaction with the amine groups of wool [29]. The enzymatic surface modification of wool fabrics was studied using DRIFT spectroscopy.…”

Section: Ndga Oxidation By Laccase In Aqueous-ethanol Mixturementioning

confidence: 99%

Enzyme-mediated coupling of a bi-functional phenolic compound onto wool to enhance its physical, mechanical and functional properties

Hossain

González

Juan

et al. 2010

Enzyme and Microbial Technology

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Wool fibres have been modified with nordihydroguaiaretic acid (NDGA) to improve their performance at use. This water insoluble bi-functional phenolic compound has been grafted on wool through a laccase enzyme catalyzed reaction in an aqueous-ethanol mixture. The capacity of laccase to oxidise NDGA in this aqueous-organic medium has been studied electrochemicaly. The increase of CH 2 , CH 3 and aromatic groups signal in the DRIFT spectra, together with SEM images of the enzymatically-modified fabrics confirmed the covalent grafting of NDGA on wool. This one step enzymatic process for grafting of NDGA improved the physical and mechanical properties of wool fabrics such as shrink resistance, crease recovery and tensile strength. Furthermore, the NDGA imparted to the textile material strong antioxidant activity and UV-protection.

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Application of enzymatically gelled chitosan solutions to water‐resistant adhesives

Yamada

Aoki

Ikeda

et al. 2007

J of Applied Polymer Sci

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An investigation was undertaken on the application of dilute chitosan solutions gelled by tyrosinase-catalyzed reaction with 3,4-dihydroxyphenethylamine (dopamine). The tyrosinase-catalyzed reaction with dopamine conferred water-resistant adhesive properties to the semidilute chitosan solutions. The viscosity of the chitosan solutions increased highly by the tyrosinase-catalyzed reaction and the subsequent reactions between o-quinone compounds and chitosan. These highly viscous, gel-like modified chitosan materials were allowed to spread onto the surfaces of the glass slides, which were tightly lapped together and held them in water. Tensile shear adhesive strength of over 400 kPa was observed for the modified chitosan samples. The increase in the amino group concentration of the chitosan solutions and the molecular mass of the chitosan used effectively led to the increase in adhesive strength of the glass slides. In addition, in the case where the chitosan solution was gelled by the enzymatic reaction with dopamine in the presence of poly(ethylene glycol), adhesive strength sharply increased at shorter reaction times concomitantly with the increase in the viscosity of the chitosan solutions because the tyrosinase activity effectively was retained by poly(ethylene glycol).

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Removal ofp-Alkylphenols from Aqueous Solutions by Combined Use of Mushroom Tyrosinase and Chitosan Beads

Cited by 42 publications

References 35 publications

Use of chitosan for removal of bisphenol A and bisphenol derivatives through tyrosinase‐catalyzed quinone oxidation

Use of chitosan for removal of bisphenol A and bisphenol derivatives through tyrosinase‐catalyzed quinone oxidation

Enzyme-mediated coupling of a bi-functional phenolic compound onto wool to enhance its physical, mechanical and functional properties

Application of enzymatically gelled chitosan solutions to water‐resistant adhesives

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