Fructosyl Amine Sensing Based on Prussian Blue Modified Enzyme Electrode

Tsugawa, Wakako; Ogawa, Kinuko; Ishimura, Fumimasa; Sode, Koji

doi:10.5796/electrochemistry.69.973

Cited by 24 publications

(8 citation statements)

References 14 publications

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“…N1-1 (N1-1 FAOD), and have succeeded in its cloning and recombinant production in Escherichia coli (Ferri et al, 2004). We have also reported FAOD-based biosensor systems capable of effectively measuring f-a Val (Ogawa et al, 2002;Sakaguchi et al, 2003;Tsugawa et al, 2000Tsugawa et al, , 2001.…”

Section: Introductionmentioning

confidence: 99%

Motif‐based search for a novel fructosyl peptide oxidase from genome databases

Kim

Ferri

Tsugawa

et al. 2010

Biotech & Bioengineering

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The measurement of glycated hemoglobin A1c (HbA1c) has important implications for diagnosis of diabetes and assessment of treatment effectiveness. We proposed specific sequence motifs to identify enzymes that oxidize glycated compounds from genome database searches. The gene encoding a putative fructosyl amino acid oxidase was found in the Phaeosphaeria nodorum SN15 genome and successfully expressed in Escherichia coli. The recombinant protein (XP_001798711) was confirmed to be a novel fructosyl peptide oxidase (FPOX) with high specificity for alpha-glycated compounds, such as HbA1c model compounds fructosyl-(alpha)N-valine (f-(alpha)Val) and fructosyl-(alpha)N-valyl-histidine (f-(alpha)Val-His). Unlike previously reported FPOXs, the P. nodorum FPOX has a K(m) value for f-(alpha)Val-His (0.185 mM) that is considerably lower than that for f-(alpha)Val (0.458 mM). Based on amino acid sequence alignment, three dimensional structural modeling, and site-directed mutagenesis, Gly60 was found to be a determining residue for the activity towards f-(alpha)Val-His. A flexible surface loop region was also found to likely play an important role in accepting f-(alpha)Val-His.

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Section: Introductionmentioning

confidence: 99%

Motif‐based search for a novel fructosyl peptide oxidase from genome databases

Kim

Ferri

Tsugawa

et al. 2010

Biotech & Bioengineering

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“…Our group has been engaged in the development of a variety of molecules and principles for glycated protein biosensing. [12][13][14][15][16][17][18] Especially, recent engineering studies succeeded in converting FAOX and FPOX into fructosyl amino acid dehydrogenase and fructosyl peptide dehydrogenase, respectively, by introducing mutations. 19,20 However, the FAOXs/FPOXs and the corresponding engineered dehydrogenases show relatively high K m values (10 -3 to 10 -2 M) and cannot react with intact glycated proteins.…”

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confidence: 99%

Advancing the Development of Glycated Protein Biosensing Technology

Kameya

Sakaguchi-Mikami

Ferri

et al. 2015

J Diabetes Sci Technol

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Research advances in biochemical molecules have led to the development of convenient and reproducible biosensing molecules for glycated proteins, such as those based on the enzymes fructosyl amino acid oxidase (FAOX) or fructosyl peptide oxidase (FPOX). Recently, more attractive biosensing molecules with potential applications in next-generation biosensing of glycated proteins have been aggressively reported. We review 2 such molecules, fructosamine 6-kinase (FN6K) and fructosyl amino acid-binding protein, as well as their recent applications in the development of glycated protein biosensing systems. Research on FN6K and fructosyl amino acid-binding protein has been opening up new possibilities for the development of highly sensitive and proteolytic-digestion-free biosensing systems for glycated proteins.

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“…The rapid detection of amine species in aqueous solutions and in gas phases is of great importance not only for environmental and industrial monitoring applications but also for the quality control of food products. − Among a variety of new analytical tools under development, chemical sensors capable of continuously monitoring ammonia and organic amine species are especially attractive. Electrochemical devices for detection of amines are usually based on the oxidation of amines on various anode materials including carbon, gold, diamond, and metal oxides , or on chemically modified electrodes with functional groups 4 as well as polymer and DNA layers. , Amperometric biosensors for amines with immobilized amine oxidases − or amine dehydrogenases have been reported based on either a direct or a mediated electron-transfer pathway. Host−guest interactions have also been applied for devising amine sensors, usually between neutral carriers and given organic ammonium ions.…”

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confidence: 99%

Optical Sensor for Amine Vapors Based on Dimer−Monomer Equilibrium of Indium(III) Octaethylporphyrin in a Polymeric Film

et al. 2002

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A novel transduction chemistry for the development of a polymer film-based optical sensor that responds reversibly to gas-phase amine species at sub-ppm levels is described. The sensor is based on the equilibrium of a indium(III) octaethylporphyrin hydroxide ion-bridged dimer species with corresponding monomeric porphyrins within a thin poly(vinyl chloride) film as a function of the level of volatile amine in the surrounding gas phase. The presence of amines causes the dimeric species to be converted to monomer via the ligation of the amine with the In(III) center of the porphyrin structure. This yields a significant change in the visible absorption spectrum of the film, with a decrease in the intensity of the Soret band corresponding to the dimer (lambdamax = 390 nm) and a concomitant increase in the Soret band for the monomer lambdamax = 406-408 nm). Response to different amines is based on their relative partition coefficient into the polymer film and their strength of axial ligation reactions, with a selectivity pattern of 1-butylamine > 1-propylamine > pyridine > triethylamine > ethylamine > methylamine > diethylamine > tert-butylamine > ammonia. It is further shown that a significant concentration of dimeric species within the polymer film can only be achieved if appropriate amounts of lipophilic anionic sites are also incorporated into the polymer in the form of a tetraphenylborate derivative and the resulting film is equilibrated briefly with water prior to gas-phase measurements. With optimized film compositions, 1-butylamine can be detected in the gas phase to levels approaching 0.1 ppm, while less lipophilic ammonia can be monitored down to 10 ppm, with fully reversible responses to each species. A simple mathematical model for the response of the amine sensor is presented and shown to predict the optical behavior observed.

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Fructosyl Amine Sensing Based on Prussian Blue Modified Enzyme Electrode

Cited by 24 publications

References 14 publications

Motif‐based search for a novel fructosyl peptide oxidase from genome databases

Motif‐based search for a novel fructosyl peptide oxidase from genome databases

Advancing the Development of Glycated Protein Biosensing Technology

Optical Sensor for Amine Vapors Based on Dimer−Monomer Equilibrium of Indium(III) Octaethylporphyrin in a Polymeric Film

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