Multifunctional Electrochemical Platforms Based on the Michael Addition/Schiff Base Reaction of Polydopamine Modified Reduced Graphene Oxide: Construction and Application

Multifunctional Electrochemical Platforms Based on the Michael Addition/Schiff Base Reaction of Polydopamine Modified Reduced Graphene Oxide: Construction and Application
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基于聚多巴胺修饰还原氧化石墨烯迈克尔加成/席夫碱反应的多功能电化学平台的构建与应用

DOI:
10.1021/acsami.5b04597
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发表时间:
2015-08-19
影响因子:
9.5
通讯作者:
Yao, Shouzhuo
Yao, Shouzhuo
中科院分区:
材料科学2区
文献类型:
--
作者:
Huang, Na;Zhang, Si;Yao, Shouzhuo

文献摘要

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本文首次提出了一种基于聚多巴胺修饰还原氧化石墨烯的Michael加成/Schiff碱反应构建多功能电化学检测平台的新策略。受贻贝粘附蛋白的启发,选择3,4-二羟基苯丙氨酸(DA)作为还原剂,同时还原氧化石墨烯和自氧化石墨烯,得到聚多巴胺还原氧化石墨烯(PDA-rGO)。然后通过迈克尔加成/席夫碱反应,通过硫醇/氨基与PDA-rGO的奎宁基团的反应,用硫醇和胺官能化PDA-rGO。本论文选择了几种典型的含巯基和/或氨基的化合物如1-[(4-氨基)苯乙炔基]二茂铁(Fc-NH 2)、半胱氨酸(cys)和葡萄糖氧化酶(GOx)作为模型分子,采用构建多功能电化学平台的策略将其锚在PDA-rGO表面。实验表明,该复合物对多种电活性分子具有良好的催化活性,可用于盐酸多巴胺(DA)、尿酸(UA)或对苯二酚(HQ)的单独或同时检测。在PDA-rGO上接枝半胱氨酸后,在复合修饰电极上实现了Pb 2+和Cd 2+的同时分辨检测。将GOx-PDA-rGO固定在玻碳电极上,可以观察到GOx的直接电子传递。当体系中加入葡萄糖时,修饰电极对葡萄糖表现出良好的电流响应。这些结果表明,所提出的多功能电化学平台可以简单,方便,有效地通过改变锚定的识别或反应基团进行调控。该研究为未来通过化学反应策略设计更多的检测或生物传感平台提供了一种通用的方法。
In this paper, a new strategy for the construction of multifunctional electrochemical detection platforms based on the Michael addition/Schiff base reaction of polydopamine modified reduced graphene oxide was first proposed. Inspired by the mussel adhesion proteins, 3,4-dihydroxyphenylalanine (DA) was selected as a reducing agent to simultaneously reduce graphene oxide and selfpolymerize to obtain the polydopamine-reduced graphene oxide (PDA-rGO). The PDA-rGO was then functionalized with thiols and amines by the reaction of thiol/ amino groups with quinine groups of PDA-rGO via the Michael addition/Schiff base reaction. Several typical compounds containing thiol and/or amino groups such as 1[(4-amino)phenylethynyl] ferrocene (Fc-NH2), cysteine (cys), and glucose oxidase (GOx) were selected as the model molecules to anchor on the surface of PDA-rGO using the strategy for construction of multifunctional electrochemical platforms. The experiments revealed that the composite grafted with ferrocene derivative shows excellent catalysis activity toward many electroactive molecules and could be used for individual or simultaneous detection of dopamine hydrochloride (DA) and uric acid (UA), or hydroquinone (HQ.) and catechol (CC), while, after grafting of cysteine on PDA-rGO, simultaneous discrimination detection of Pb2+ and Cd2+ was realized on the composite modified electrode. In addition, direct electron transfer of GOx can be observed when GOx-PDA-rGO was immobilized on glassy carbon electrode (GCE). When glucose was added into the system, the modified electrode showed excellent electric current response toward glucose. These results inferred that the proposed multifunctional electrochemical platforms could be simply, conveniently, and effectively regulated through changing the anchored recognition or reaction groups. This study would provide a versatile method to design more detection or biosensing platforms through a chemical reaction strategy in the future.