Electrochemical determination of choline using nortropine-N-oxyl for a non-enzymatic system

Kashiwagi, Yoshitomo; Ono, Tetsuya; Sato, Fumiya; Kumano, Masayuki; Yoshida, Kentaro; Dairaku, Takenori; Sasano, Yusuke; Iwabuchi, Yoshiharu; Sato, Katsuhiko

doi:10.1016/j.sbsr.2019.100302

Cited by 11 publications

(7 citation statements)

References 21 publications

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“…For example, in a study by Kashiwagi and coworkers, the aminoxyl nortropine-Noxyl (NNO) was shown to effectively oxidize choline and other alcohols in physiological conditions with an ideal catalytic activity and selectivity (Figure 1.14). 27 The difference in catalytic current of NNO for oxidation of different alcohols highlights the potential selectivity even for the same functional group in different molecules. In an earlier work, Kashiwagi and co-workers reported the possibility of chiral discrimination for two alcohol enantiomers using a chiral aminoxyl compound.…”

Section: High Steric Hinderance High Driving Force Low Steric Hindera...mentioning

confidence: 99%

Aminoxyl Catalyzed Electrochemical Ethanol Detection: Development of a New Breathalyzer Using Molecular Catalysis

Mayer

Rafiee

2022

Meet. Abstr.

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Blood alcohol concentration (BAC) is the indicator of alcohol intoxication, and its measurement has emerged as the most common analytical procedure requested by law enforcement. Due to its volatility, ethanol vapor can be detected in breath, and its vapor concentration is proportional to BAC. Currently available instrumentation used for breath alcohol content (BrAC) analysis include gas chromatography (GC) and GC coupled with mass spectrometry, infrared (IR) spectroscopy, and fuel cell based electrochemical sensors. GC and IR spectroscopy devices have some drawbacks such as size, initial cost, and operational expense. Electrochemical sensors are capable of miniaturization and are available as portable and handheld breathalyzers. However, the lack of a single use and disposable sensing element, resulting memory effect and the need for frequent recalibration is the main drawback of currently available electrochemical breathalyzers. There have been few attempts at designing a sensing element to improve the current methods of alcohol detection by electrochemical techniques, all relying on enzymatic alcohol oxidation.1 Herein, we report a proof-of-concept non-enzymatic breathalyzer, harnessing the unique catalytic activity of the aminoxyl radical/oxoammonium redox couple toward alcohol oxidation.2 The relatively low redox potentials of aminoxyls, the mild conditions required for use, and their selective interactions with ethanol are their advantages compared to currently available Pt based breathalyzers. Our functional sensing element consists of a screen-printed electrode in which the graphene oxide-based working electrode is modified with aminoxyl derivatives, of which 4-hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl benzoate (TMB) was the most efficient derivative. Exposing this modified electrode to simulated breath that contains ethanol, while applying the required potential for oxidation of the aminoxyl radical, generates an electrocatalytic current proportional to the ethanol concentration in the breath. These simple, sensitive, durable, and inexpensive electrodes may contribute to the development of a single-use reliable ethanol sensor for personal or law enforcement applications. Heikenfeld, J.; Jajack, A.; Rogers, J.; Gutruf, P.; Tian, L.; Pan, T.; Li, R.; Khine, M.; Kim, J.; Wang, J.; Kim, J. Wearable Sensors: Modalities, Challenges, and Prospects. Lab Chip 2018, 18, 217. Nutting, J. E.; Rafiee, M.; Stahl, S. S. Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions. Chem. Rev. 2018, 118, 4834.

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Section: High Steric Hinderance High Driving Force Low Steric Hindera...mentioning

confidence: 99%

Aminoxyl Catalyzed Electrochemical Ethanol Detection: Development of a New Breathalyzer Using Molecular Catalysis

Mayer

Rafiee

2022

Meet. Abstr.

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“…Using this catalyst, nonenzymatic detection of glucose and lactate under physiological conditions and electro-oxidation of amines were possible, which were difficult to achieve with TEMPO. 25,[27][28][29] First, the electrochemical responses to various antibiotics using NNO and TEMPO were compared. Low-molecular-weight compounds, such as ethambutol, acyclovir, and meropenem, were investigated (Fig.…”

Section: Electrochemical Determination Of Antibioticsmentioning

confidence: 99%

Catalysis of electro-oxidation of antibiotics by nitroxyl radicals and the electrochemical sensing of vancomycin

et al. 2021

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“…This is due to their high electrocatalytic effect, tensile strength, chemical stability and high electron transfer rate between biomolecules and the electrode surface ascribed to the large surface area [38]. There has been little research conducted on choline oxidation using non-enzyme-based electrochemical sensors [42,44,55] which is probably due to the non-electroactive nature of choline. However, electrochemical sensors hold the possibility of detecting choline in real samples if integrated with ferromagnetic nanoparticles, which have been reported to possess an inherent enzymatic activity similar to that seen in natural peroxidase [30].…”

Section: Non-enzymatic Choline Electrochemical Sensorsmentioning

confidence: 99%

Enhanced Electrocatalytic Detection of Choline Based on CNTs and Metal Oxide Nanomaterials

Uwaya

Fayemi

2021

Molecules

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Choline is an officially established essential nutrient and precursor of the neurotransmitter acetylcholine. It is employed as a cholinergic activity marker in the early diagnosis of brain disorders such as Alzheimer’s and Parkinson’s disease. Low levels of choline in diets and biological fluids, such as blood plasma, urine, cerebrospinal and amniotic fluid, could be an indication of neurological disorder, fatty liver disease, neural tube defects and hemorrhagic kidney necrosis. Meanwhile, it is known that choline metabolism involves oxidation, which frees its methyl groups for entrance into single-C metabolism occurring in three phases: choline oxidase, betaine synthesis and transfer of methyl groups to homocysteine. Electrocatalytic detection of choline is of physiological and pathological significance because choline is involved in the physiological processes in the mammalian central and peripheral nervous systems and thus requires a more reliable assay for its determination in biological, food and pharmaceutical samples. Despite the use of several methods for choline determination, the superior sensitivity, high selectivity and fast analysis response time of bioanalytical-based sensors invariably have a comparative advantage over conventional analytical techniques. This review focuses on the electrocatalytic activity of nanomaterials, specifically carbon nanotubes (CNTs), CNT nanocomposites and metal/metal oxide-modified electrodes, towards choline detection using electrochemical sensors (enzyme and non-enzyme based), and various electrochemical techniques. From the survey, the electrochemical performance of the choline sensors investigated, in terms of sensitivity, selectivity and stability, is ascribed to the presence of these nanomaterials.

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Electrochemical determination of choline using nortropine-N-oxyl for a non-enzymatic system

Cited by 11 publications

References 21 publications

Aminoxyl Catalyzed Electrochemical Ethanol Detection: Development of a New Breathalyzer Using Molecular Catalysis

Aminoxyl Catalyzed Electrochemical Ethanol Detection: Development of a New Breathalyzer Using Molecular Catalysis

Catalysis of electro-oxidation of antibiotics by nitroxyl radicals and the electrochemical sensing of vancomycin

Enhanced Electrocatalytic Detection of Choline Based on CNTs and Metal Oxide Nanomaterials

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