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Electrochemical Characterization of a Novel Organoelectrocatalyst, 7-Azabicyclo[2.2.1]heptan-7-ol (ABHOL), and Its Application to Electrochemical Sensors
Chemical & Pharmaceutical Bulletin ( IF 1.5 ) Pub Date : 2024-03-01 , DOI: 10.1248/cpb.c23-00710
Masaki Toda 1 , Kyoko Sugiyama 2 , Fumiya Sato 2 , Yusuke Sasano 1 , Tsutomu Fujimura 2 , Yoshiharu Iwabuchi 1 , Katsuhiko Sato 2
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Electrochemical enzyme sensors are suitable for simple monitoring methods, for example, as glucose sensors for diabetic patients; however, they have several disadvantages arising from the properties of the enzyme. Therefore, non-enzymatic electrochemical sensors using functional molecules are being developed. In this paper, we report the electrochemical characterization of a new hydroxylamine compound, 7-azabicyclo[2.2.1]heptan-7-ol (ABHOL), and its application to glucose sensing. Although the cyclic voltammogram for the first cycle was unstable, it was reproducible after the second cycle, enabling electrochemical analysis of ethanol and glucose. In the first cycle, ABHOL caused complex reactions, including electrochemical oxidation and comproportionation with the generated oxoammonium ions. The electrochemical probe performance of ABHOL was more efficient than the typical nitroxyl radical compound, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), and had similar efficiency to 9-azabicyclo[3.3.1]nonane N-oxyl (ABNO), which is activated by the bicyclic structure. The results demonstrated the advantages of ABHOL, which can be synthesized from inexpensive materials via simple methods.

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中文翻译:


新型有机电催化剂 7-氮杂双环[2.2.1]庚烷-7-醇 (ABHOL) 的电化学表征及其在电化学传感器中的应用



电化学酶传感器适用于简单的监测方法,例如作为糖尿病患者的葡萄糖传感器;然而,它们由于酶的特性而具有一些缺点。因此,正在开发使用功能分子的非酶电化学传感器。在本文中,我们报告了一种新型羟胺化合物 7-氮杂双环[2.2.1]庚烷-7-醇 (ABHOL) 的电化学表征及其在葡萄糖传感中的应用。尽管第一次循环的循环伏安图不稳定,但在第二次循环后它是可重复的,从而能够对乙醇和葡萄糖进行电化学分析。在第一个循环中,ABHOL 引起复杂的反应,包括电化学氧化和与生成的氧铵离子的比例化。 ABHOL 的电化学探针性能比典型的硝酰基自由基化合物 2,2,6,6-四甲基哌啶-1-氧基 (TEMPO) 更有效,并且与 9-氮杂双环[3.3.1]壬烷N-氧基具有相似的效率(ABNO),由双环结构激活。结果证明了 ABHOL 的优势,它可以通过简单的方法由廉价材料合成。

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更新日期:2024-03-02
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