Enzymatically prepared poly(hydroquinone) as a mediator for amperometric glucose sensors

Wang, Ping; Amarasinghe, Sudath; Leddy, Johna; Arnold, Mark A.; Dordick, Jonathan S.

doi:10.1016/s0032-3861(97)00228-0

Cited by 45 publications

(33 citation statements)

References 22 publications

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“…The conditions were optimized by considering those of previous reports. [8][9][10] The best result was obtained by using 30 mg, giving M n ¼B2000, which is in agreement with the M n reported in Wang et al 8,9 and Nakano et al 10 When a larger amount of HRP (3 mg) was used, M n decreased to B1000, in accord with a report by Guerra et al, 18 who showed that an increase in the ratio of HRP to lignin monomer led to a decrease in molecular weight. The phenomenon is not yet fully understood.…”

Section: Polymerization Of Arbutinsupporting

confidence: 88%

“…[1][2][3][4][5][6][7] In particular, horseradish peroxidase (HRP) has been used for enzymatic oxidative polymerization of phenolic compounds. Dordick and co-workers 8,9 reported HRP-catalyzed polymerization of arbutin, a glucose-bearing phenol derivative. Water-soluble polyarbutins with molecular weight (M n ) in the range of 1600-3200 were synthesized.…”

Section: Introductionmentioning

confidence: 99%

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

Kohri

Fukushima

Taniguchi

et al. 2010

Polym J

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Section: Polymerization Of Arbutinsupporting

confidence: 88%

Section: Introductionmentioning

confidence: 99%

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

Kohri

Fukushima

Taniguchi

et al. 2010

Polym J

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“…Wang et al [10] reported that the enzymatic route provides PHQ molecules of higher degree of polymerization (DP ¼ 12, as compared to 6 for electrochemically prepared PHQ). Despite of their higher molecular weight, they possess higher solubility into the common organic solvents.…”

Section: Afm Imaging Of the Phq Filmmentioning

confidence: 99%

“…As note in the foregoing section, for the enzymatically prepared PHQ, Wang et al [10] proposed a hypothesized polymer structure having all aryl-aryl linkages in the same location on the hydroquinone repeat units. For such a particular polymer structure, one should assume a twisted arrangement of the hydroquinone units in the polymer backbone.…”

Section: Electrochemical Properties Of the Phq-electrodementioning

confidence: 99%

“…On the other hand, polymer materials constituted of quinone units capable of reversible redox reactions also have been studied in electroanalytical purposes [6][7][8] an enzymatic method has been reported by Wang et al [9,10] and the particular product, poly(hydroquinone), has been revealed to possess higher degree of polymerization with higher solubility into some common solvents. These potential advantages of the enzymatically prepared PHQ seem to make itself a particularly interesting class of redox polymer in chemically modified electrode applications.…”

Section: Introductionmentioning

confidence: 99%

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Poly(hydroquinone)-coated electrode for immobilizing of 5′-amine functioned capture probe DNA and electrochemical response to DNA hybridization

Nakano¹,

Hirayama²,

Toguchi³

et al. 2006

Science and Technology of Advanced Materials

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Enzymatically polymerized hydroquinone, PHQ, was applied for polymer-coated electrode whose surface was further modified with 5 0 -amine dodecamer DNAs (capture probe DNA, CP-DNA) by taking advantage of Michael reaction. The film-forming property of PHQ on graphite substrate surfaces was confirmed to be satisfactory by AFM imaging. Cyclic voltammetric (CV) measurements showed that the PHQ-modified graphite electrode gave well-defined redox waves showing characteristics for surface process. The pH dependence of the formal potential, E 1/2 , suggested that the electrode reaction occurred by two-proton and two-electron mechanism (À59 mV per a pH decade). CVs also gave the specific amount of PHQ adsorption of 0.52 or 0.83 nmol cm À2 (monomer unit) for the different electrode preparations. This was indicative of two-or three-monolayer adsorption of PHQ. For applications of gene detection, the immobilization reaction including the CP-DNA hybridization was studied by microgravimetric analysis using a quartz-crystal microbalance (QCM). Summaries for the two different runs were 1.01 and 0.69 nmol cm À2 (monomer unit) for PHQ adsorption on gold surfaces, 0.19 and 0.15 nmol cm À2 for CP-DNA attachment on the PHQ/Au, and 0.14 and 0.11 nmol cm À2 for hybridization with the complementary DNA on the CP-DNA/PHQ/Au, respectively. Importantly, monitoring of the series of the experiments were possible by measuring the voltammetric properties of the electrode; the distinct redox waves due to PHQ-electrode reaction are suppressed upon immobilizing of the CP-DNA, and its hybridization further suppressed the redox activity. Neither treating of the PHQ-electrode with native DNAs nor treating of CP-DNA/PHQ-electrode with non-target DNA gave no noticeable responses. A possible mechanism for the electrode response was discussed briefly based on electrochemical QCM measurements. We think these observations are important as the basis of DNA hybridization sensor that enables totally, label-free electrochemical detection of the target DNA. r

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Enzymatic Polymerization

Kobayashi¹,

Uyama²

2001

Encyclopedia of Polymer Science and Technology

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This article deals with recent advances in enzymatic polymerizations, defined as chemical polymer synthesis in vitro (in test tubes) via nonbiosynthetic pathways catalyzed by an isolated enzyme. The principal target macromolecules via the enzymatic polymerization are polysaccharides, poly(amino acid)s, polyesters, polycarbonates, polyaromatics, and vinyl polymers. For synthesis of polysaccharides, poly(amino acid)s, polyesters, and polycarbonates, hydrolases are used as catalyst; hydrolases, enzymes catalyzing a bond‐cleavage reaction by water, induce the reverse reaction of hydrolysis, leading to polymer production by a bond‐forming reaction. Specific enzyme catalysis provides a novel synthetic route for not only natural biopolymers such as cellulose, xylan, and chitin, but also unnatural polysaccharides, polyesters, poly(amino acid)s, and polycarbonates, many of which are difficult to be synthesized by conventional methodologies. Oxidoreductases act as catalyst for oxidative polymerization of phenol, aniline, and their derivatives, for polymer modification via oxidative coupling, and for production of vinyl polymers. A new class of phenolic polymers are synthesized without use of toxic formaldehyde under mild reaction conditions. Enzyme‐model complexes also catalyze the synthesis of new phenolic polymer materials.

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Enzymatically prepared poly(hydroquinone) as a mediator for amperometric glucose sensors

Cited by 45 publications

References 22 publications

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

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

Poly(hydroquinone)-coated electrode for immobilizing of 5′-amine functioned capture probe DNA and electrochemical response to DNA hybridization

Enzymatic Polymerization

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