Catalytic activity of Schiff base monocrystal and its application for colorimetric detection of dopamine

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ORIGINAL PAPER

Catalytic activity of Schiff base monocrystal and its application for colorimetric detection of dopamine Qinghua Weng1,2 · Shuyu Chen1 · Jinquan Yi1,2 · Siqi Huang1 · Jiaye Wang1 · Fei Wang1 · Xing Shang1 · Jie Kang1 · Zhizhong Han1,2  Received: 21 May 2020 / Accepted: 27 September 2020 © Institute of Chemistry, Slovak Academy of Sciences 2020

Abstract In this work, we used 2-amino-4-methylphenol and terephthalaldehyde as reactants to synthesize a new type of Schiff base crystal (MAPTPA). It is yellow with an empirical formula of C ­ 22H20N2O2. The synthesized MAPTPA exhibits an intrinsic visible light-induced oxidase-like catalytic activity without the use of destructive ­H2O2. The results show that dissolved oxygen plays an important role in the catalytic reaction process and 1O2 is the crucial reactive species responsible for TMB oxidation. The results of Michaelis–Menten kinetics demonstrate that MAPTPA has high substrate affinity and catalytic efficiency. Based on the catalytic activity of MAPTPA, we developed a sensitive visual sensing strategy for dopamine (DA) detection. A high linear relationship is observed in the range of 0.01–100 μM with a detection limit (LOD) of 6.70 nM. Therefore, the as-prepared Schiff base monocrystal may be used as an oxidase mimic for life sciences in the future, such as biosensor, biosynthesis, photodynamic therapy, etc. Keywords  Schiff base · Oxidase mimic · Catalytic activity · Colorimetric detection · Dopamine

Introduction Life phenomena in nature are closely related to enzymes, which facilitate the smooth progress of all life-related chemical reactions (Cao et al. 2017). Natural enzymes can exhibit their catalytic activity only under the right temperature and acid–base conditions. At the same time, the process of separating and purifying natural enzymes is complicated and expensive, in addition, the purified natural enzyme is not easy to store, which greatly limits the practical application Qinghua Weng and Shuyu Chen authors contributed equally to this work. Electronic supplementary material  The online version of this article (https​://doi.org/10.1007/s1169​6-020-01381​-1) contains supplementary material, which is available to authorized users. * Zhizhong Han [email protected] 1



School of Pharmacy, Fujian Medical University, Fuzhou 350122, People’s Republic of China



Fujian Key Laboratory of Drug Target Discovery and Structural and Functional Research, Fuzhou 350122, People’s Republic of China

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of the natural enzyme (Deng et al. 2017; Chen et al. 2014; Chen et al. 2008). Based on the research on the mechanism of enzyme catalysis, Ronald Breslow proposed the concept of artificial enzymes (Breslow 1995). ­Fe3O4 nanoparticles are the first reported nano-enzymes with catalytic activity, which have intrinsic mimic peroxidase activity (Gao et al. 2007). Except for nanozymes, metal enzyme mimics and small molecule enzyme mimics are also excellent artificial enzymes (Huang et al. 2015; Jampaiah et al. 2017). Although these artificial enzymes simplify t