Synthesis of polyarbutin by oxidative polymerization using PEGylated hematin as a biomimetic catalyst

Kohri, Michinari; Fukushima, Haruka; Taniguchi, Tadatsugu; Nakahira, Takayuki

doi:10.1038/pj.2010.97

Cited by 19 publications

(7 citation statements)

References 20 publications

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“…This result is consistent with the result of Ma et al [31] Aromatic protons of hematin usually appear from δ = 5.2 to 6.6 ppm. [32,33] However, in the spectra, the resonance signal is very low intensity at the area. This could be explained that the conjugated amount of hematinbelow 1 wt/wt%, which is very low in HGT polymer due to small amount of free amine group on the gelatin structure.…”

Section: Characterization Of Hgtmentioning

confidence: 99%

Preparation of injectable free‐HRP‐mediated and self‐catalyzed gelatin‐tyramine hydrogel for biomedical applications

Nguyen,

Bui,

Dang

et al. 2022

Vietnam Journal of Chemistry

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Approaches of synthesizing injectable hydrogels have drawn significant attention in several fields including drug delivery, tissue adhesion, and wound healing. Among them, injectable horseradish peroxidase‐mediated hydrogels have emerged as a prospective candidate in the development of biomedical materials. In the study, we prepared a hematin‐gelatin‐tyramine (HGT) polymer which could be exploited to prepare an injectable hydrogel in absence of Horseradish peroxidase (HRP). The chemical structure of HGT was characterized by UV‐Vis, 1H‐NMR spectroscopies. The HGT hydrogel could be formed in situ rapidly in presence of a small amount of H2O2 (3‐15 mM). Besides, HGT can catalyze pyrogallol and guaiacol like the enzyme HRP, and HGT has good biodegradability. Further studies on the biocompatibility of hydrogels will be investigated towards tissue regeneration.

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Section: Characterization Of Hgtmentioning

confidence: 99%

Preparation of injectable free‐HRP‐mediated and self‐catalyzed gelatin‐tyramine hydrogel for biomedical applications

Nguyen,

Bui,

Dang

et al. 2022

Vietnam Journal of Chemistry

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“…The dissolution of hematin demands alkaline solution before neutralization, and even with this dissolution protocol, the constitution of hematin aggregates was still detected (150). To enhance the solubility of hematin, pegylated hematin (151) and chitosan-g-hematin (150) have been combined, which facilitated the gelation of catechol-containing polymers. The potential cytotoxicity of hematin at high concentrations is another issue (152).…”

Section: Hematin-based Hrp Biomimeticmentioning

confidence: 99%

Enzymatic Crosslinked Hydrogels for Biomedical Application

et al. 2021

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“…It readily combines with hydrogen peroxide (H 2 O 2 ) and the resulting HRP-H 2 O 2 complex can oxidise a wide variety of hydrogen donors, including aromatic compounds. 5,6 Research has been conducted on the synthesis of phenolic polymers by oxidising various types of phenol derivatives using HRP. Recently, cases of improving the functionality and dye ability of fibres have been reported.…”

Section: Introductionmentioning

confidence: 99%

“…Horseradish peroxidase (HRP, EC1.11.1.7) is a plant peroxidase obtained from the roots of horseradish. It readily combines with hydrogen peroxide (H 2 O 2 ) and the resulting HRP–H 2 O 2 complex can oxidise a wide variety of hydrogen donors, including aromatic compounds 5,6 . Research has been conducted on the synthesis of phenolic polymers by oxidising various types of phenol derivatives using HRP.…”

Section: Introductionmentioning

confidence: 99%

Horseradish peroxidase‐mediated polyethylene glycol‐templated polymerisation of gallic acid and pyrrole to improve the functionalisation and dyeing properties of silk fabrics

Baek

Wang

Zhang

et al. 2022

Coloration Technology

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Silk fabrics treated with gallic acid/pyrrole (PGA/PPy) complexes polymerised using horseradish peroxidase have higher electrochemical activity than silk fabrics dyed with gallic acid alone. However, the degree of polymerisation decreases. As a result, the ultraviolet (UV) protection and fastness of the silk fabric were lowered. To solve this problem, we studied the degree of polymerisation of the complex and the functionality of dyed silk fabrics by applying a polyethylene glycol (PEG) template to the enzymatic polymerisation of PGA/PPy. The polymerisation mechanism of the complexes was analysed in detail using UV‐visible spectroscopy, Fourier‐transform infrared (FTIR) spectroscopy, and high‐performance liquid chromatography electrospray ionisation mass spectrometry (HPLC‐ESI‐MS). Consequently, the PGA/PPy/PEG complex has a higher degree of polymerisation than the PGA/PPy prepared without PEG, indicating that the PEG template can promote the polymerisation of PGA and PPy. As a result, we found that the presence of the PEG template improved the thermal stability and UV protection function of the dyed silk fabric, but did not impair the electrochemical activity of silk fabric. As a result of analysing the colour depth, it exhibited a higher K/S value compared to the dyed silk fabric in the absence of PEG. Additionally, its colour fastness was improved.

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Synthesis of polyarbutin by oxidative polymerization using PEGylated hematin as a biomimetic catalyst

Cited by 19 publications

References 20 publications

Preparation of injectable free‐HRP‐mediated and self‐catalyzed gelatin‐tyramine hydrogel for biomedical applications

Preparation of injectable free‐HRP‐mediated and self‐catalyzed gelatin‐tyramine hydrogel for biomedical applications

Enzymatic Crosslinked Hydrogels for Biomedical Application

Horseradish peroxidase‐mediated polyethylene glycol‐templated polymerisation of gallic acid and pyrrole to improve the functionalisation and dyeing properties of silk fabrics

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