Improving the synthesis of phenolic polymer using Coprinus cinereus peroxidase mutant Phe230Ala

Kim, S.J.,Joo, J.C.,Song, B.K.,Yoo, Y.J.,Kim, Y.H. IPC Science and Technology Press ; Elsevier Scienc 2016 Enzyme and microbial technology Vol.87 No.-

<P>The F230A mutant of Coprinus cinereus peroxidase (CiP), which has a high stability against radical inactivation, was previously reported. In the present study, the radical-robust F230A mutant was applied to the oxidative polymerization of phenol. The F230A mutant exhibited better polymerization activities than the wild-type CiP in the presence of water-miscible alcohols i.e., methanol, ethanol, and isopropanol despite its lower stability against alcohols. In particular, the F230A mutant showed a higher consumption of phenol (40%) and yielded phenolic polymer of larger molecular weight (8850 Da) in a 50% (v/v) isopropanol-buffer mixture compared with the wild-type CiP (2% and 1519 Da, respectively). In addition, the wild-type CiP and F230A mutant had no significant differences in enzyme inactivation by physical adsorption on the polymeric products or by heat incubation, and showed comparable kinetic parameters. These results indicate that high radical stability of the F230A mutant and improved solubility of phenolic polymers in alcohol-water cosolvent systems may synergistically contribute to the production of the high molecular weight phenolic polymer. (C) 2016 Elsevier Inc. All rights reserved.</P>

Poly(ethylene glycol)-Templated Dyeing of Natural Phenol on Silk Fabric via Horseradish Peroxidase-Catalyzed

Na-won Baek,Xuerong Fan,Li Dai,Lin Zhang,Jiugang Yuan 한국섬유공학회 2022 Fibers and polymers Vol.23 No.12

The use of natural plants for dyeing is a new green approach in the textile industry using eco-friendly, renewable,and non-toxic reductants for dyeing fabric. Recently, various templates have been reported to enhance the polymerization ofnatural phenols. In this paper, ferulic acid (FA) was synthesized using a new approach and arranged on poly(ethylene glycol)(PEG) templates using horseradish peroxide (HRP)-catalyzed oxidative polymerization. The polymerization mechanism wasstudied in detail using high-performance liquid chromatography-electrospray ionization mass spectrometry (HPLC-ESI-MS)analysis. In addition, the template effect of PEG on 13 natural phenols was also investigated. Upon analyzing the color depth,the K/S value of the silk fabric dyed using PEG as a template was significantly higher than that in the absence of PEG. Thehigher color depth of the poly(ferulic acid)/PEG-treated silk fabrics further validated the important role of PEG as a template. This study presents an environmentally friendly method for dyeing silk fabric under mild conditions and the polymerizationmechanism. Compared to chemical polymerization reactions, this enzyme (HRP)-based synthesis is more environmentallyfriendly due to its milder reaction conditions.

A Non-enzymatic Glucose Sensor using Diboronic Acid Fluorophore Conjugated by Interfacial Polymerization

최홍식,이연경,이성민,문청원,김다정,임흥섭,김중현,박철순 한국진공학회 2021 한국진공학회 학술발표회초록집 Vol.2021 No.2

Photophysical analysis of sweat using soft substrates on skin could provide a novel route for noninvasive glucose monitoring without painful blood collection as well as without using unstable GOx, which reacts specifically with glucose. Here, we designed and synthesized the novel glucose-stimulated fluorescent materials composed of diboronic acid as a glucose-recognition sites then fabricated fluorescent polymer chip on soft substrates with uniformity. The fabricated polymer-based fluorescence chips were successfully monitored to glucose concentrations in sweat.

Synthesis and Characterization of a Furan-Based Self-Healing Polymer

유연성,오경화,김성훈 한국고분자학회 2016 Macromolecular Research Vol.24 No.10

The extensive researches of self-healing polymer have been carried out for various applications in industrial fields. In this research, bio-based self-healing polymer was prepared using a cross-linking mechanism between polybutylene furanoate (PBF) and bismaleimide (BM) by Diels-Alder reactions, and it was blended with bio-based polyurethane (BPU) to improve the liquidity, elasticity, and mechanical properties. These self-healing polymer and BPU blended elastomer were made with different ratios of PBF, BM, and BPU. PBF-BM polymer has 6:1, 8:1, and 10:1 of PBF: BM ratios. Each polymer and BPU constitutes self-healing elastomer with 1:1, 1:1.5, and 1:2 ratios. Properties and self-healing ability of these elastomers were investigated by thermal, mechanical, and morphological analysis. On average, 6:1 of PBF: BM ratio shows the outstanding self-healing efficiency and 1:2 of PBF-BM polymer: BPU ratio has the highest mechanical properties with maintain its self-healing ability. Overall results indicated that BPU is a good reinforcement of the furan-based self-healing polymer with improving the self-healing ability and eco-friendly performance.

Application of Polyaniline to an Enzyme-Amplified Electrochemical Immunosensor as an Electroactive Report Molecule

Seong Jung Kwon,서명은,양해식,김상율,곽주현 대한화학회 2010 Bulletin of the Korean Chemical Society Vol.31 No.11

Conducting polymers (CPs) are widely used as matrixes for the entrapment of enzymes in analytical chemistry and biosensing devices. However, enzyme-catalyzed polymerization of CPs is rarely used for immunosensing due to the difficulties involved in the quantitative analysis of colloidal CPs in solution phase. In this study, an enzyme-amplified electrocatalytic immunosensor employing a CP as a redox marker has been developed. A polyanionic polymer matrix, α-amino-ω-thiol terminated poly(acrylic acid), was employed for precipitation of CP. The acrylic acid group acts as a polyanionic template. The thiol terminus of the polymer was used to produce self-assembled monolayers (SAMs) on Au electrodes and the amine terminus was employed for immobilization of biomolecules. In an enzymeamplified sandwich type immunosensor, the polyaniline (PANI) produced enzymatically is attracted by the electrostatic force of the matrix polymer. The precipitated PANI was characterized by electrochemical methods.

Application of Polyaniline to an Enzyme-Amplified Electrochemical Immunosensor as an Electroactive Report Molecule

Kwon, Seong-Jung,Seo, Myung-Eun,Yang, Hae-Sik,Kim, Sang-Youl,Kwak, Ju-Hyoun Korean Chemical Society 2010 Bulletin of the Korean Chemical Society Vol.31 No.11

Conducting polymers (CPs) are widely used as matrixes for the entrapment of enzymes in analytical chemistry and biosensing devices. However, enzyme-catalyzed polymerization of CPs is rarely used for immunosensing due to the difficulties involved in the quantitative analysis of colloidal CPs in solution phase. In this study, an enzyme-amplified electrocatalytic immunosensor employing a CP as a redox marker has been developed. A polyanionic polymer matrix, $\alpha$-amino-$\omega$-thiol terminated poly(acrylic acid), was employed for precipitation of CP. The acrylic acid group acts as a polyanionic template. The thiol terminus of the polymer was used to produce self-assembled monolayers (SAMs) on Au electrodes and the amine terminus was employed for immobilization of biomolecules. In an enzymeamplified sandwich type immunosensor, the polyaniline (PANI) produced enzymatically is attracted by the electrostatic force of the matrix polymer. The precipitated PANI was characterized by electrochemical methods.

Enzymatic Formation of 13,26-Dihexyl-1,14-dioxacyclohexacosane-2,15-dione via Oligomerization of 12-Hydroxystearic Acid

Lee, Chan-Woo,Kimura, Yoshiharu,Chung, Jin-Do The Polymer Society of Korea 2009 Macromolecular Research Vol.17 No.11

The enzymatic polymerization of 12-hydroxystearic acid (12-HSA) was carried out with Lipase $CA^{(R)}$ in benzene to produce poly(12-hydroxystearate) (PHS) with a low molecular weight. When this polymerization was continued for a long reaction time, the PHS once formed was depolymerized into a cyclic diester, 13,16-dihexyl-1,14-dioxacyclohexacosane-2,15-dione (12-HSAD). Similar polymerization and depolymerization were observed when 12-hydroxyoleic acid (12-HOA) was treated with Lipase $CA^{(R)}$, whereas only polymerization occurred when 12-hydroxydodecanoic acid (12-HDA) was treated in a similar manner. The preferential formation of cyclic diesters for 12-HSA was attributed to the structural requirements due to the bulky n-hexyl side groups stemming from the ring systems.

Bio-Inspired Coloring and Functionalization of Silk Fabric via Laccase-Catalyzed Graft Polymerization of Arylamines

Yelin Nong,Zhou Zhou,Jiugang Yuan,Ping Wang,Yuanyuan Yu,Qiang Wang,Xuerong Fan 한국섬유공학회 2020 Fibers and polymers Vol.21 No.9

Generally, dyeing and finishing of Bombyx mori silk fibers were proceeded at high temperature, which has thedisadvantages of overmuch energy-consumptions. In the present work, bio-inspired in situ coloring and functionalization ofsilk fabric were carried out via laccase-catalyzed graft polymerization of arylamines, including aniline (ANI) and pphenylenediamine(PPD). p-Hydroxyphenylacetamide (PHAD) as the model compound of tyrosine residues in silk fibroin(SF) was used to explore the mechanism of graft polymerization by means of MALDI-TOF MS. The actions of the dopantsof sodium dodecyl benzene sulfonate (SDBS) and sodium p-aminobenzenesulfonate (ABSA) on the enzymatic treatmentwere also concerned. The results indicated that laccase might initiate the self-polymerizations of ANI and PPD, respectively,and formed the copolymers of arylamine and PHAD subsequently. High color depth and color fastness were obtained afterincubation silk fabric with laccase and arylamines, companying with a noticeable pH-responsiveness. The laccase-mediatedtreatment endowed silk fabric with antibacterial and antioxidant abilities, meanwhile, the addition of dopants of SDBS andABSA promoted the enzymatic finishing. Enzymatic graft polymerization of arylamine onto silk fibroin provides a novelapproach for dyeing and functionalization of silk fabrics under mild treating conditions.

Highly sensitive non-enzymatic wireless glucose sensor based on Ni–Co oxide nanoneedle-anchored polymer dots

Hyeong Jun Jo,Arnab Shit,Hee Sauk Jhon,Sung Young Park 한국공업화학회 2020 Journal of Industrial and Engineering Chemistry Vol.89 No.-

Polymer dot (PD)-bridged nickel cobalt oxide (NiCo2O4 (NCO)) nanoneedle-assembled globe-shapedclusters for high-performance glucose sensors were prepared via the consecutive calcination andpackaging of PDs using the hydrothermal technique. The sp2-conjugated bridge of electrons, abundantlyavailable catechol functionalized active sites offered by the PDs, and porous structure of NCO createdeffective electron transport routes for electrocatalytic reactions. The remarkable synergy between theconductive PDs and NCO conferred the PDs-bridged NCO (PDs-NCO) exceptional electrocatalytic activityfor glucose detection. Under the optimal applied potential of +0.5 V, the developed PDs-NCO-coated Nifoam (NF) electrode presented the broad detection range from 5 mM to 0.25 mM, sensitivity of806.17 mA mM 1 cm 2, detection limit of 2.75 mM, and exceptional selectivity. Furthermore, the PDs-NCO-coated NF electrode achieved the specific capacitance of 35.63 F g 1 at the current density of0.5 A g 1 and superb cycling stability including the 96.7% specific capacitance retention over 5000charge-discharge cycles. In addition, glucose-sensing could be easily monitored using a wireless sensoron a smartphone. The combination of NCO and PDs represents an innovative approach for constructinghigh-performance, reusable, non-enzymatic glucose sensors with low detection limit, high sensitivity,and excellent selectivity.

Synthesis and Characterization of Chemiluminescent Conducting Polyluminol via Biocatalysis

Mohammad Reza Nabid,Soheil Salman Taheri,Roya Sedghi,Seyed Jamal Tabatabaei Rezaei 한국고분자학회 2011 Macromolecular Research Vol.19 No.3

The enzyme catalyzed polymerization of luminol (5-amino-2, 3-dihydroxy-1, 4-phthalazinedione) in the presence of polystyrenesulphonate (SPS) is introduced. Polymerization was achieved using horseradish peroxidase (HRP) as a biocatalyst in a phosphate buffer at pH 8. A green, water-soluble conducting PLUM/SPS complex was obtained. The physico-chemical properties of the product, including possible photoluminescence of the PLUM/SPS complex, were studied. The PLUM/SPS complex was shown to be a chemiluminescent (CL) material that is highly sensitive towards Fe^3+ ions. The quantum yield of the PLUM chemiluminescence was determined to be moderate (0.09 ± 0.01) compared to other chemiluminescent compounds. UV-visible, FTIR, ^1H NMR, GPC and conductivity measurements confirmed that the electroactive form of polyluminol (PLUM) was formed and complexed to the SPS.