Electrochemical Control of Rapid Bioorthogonal Tetrazine Ligations for Selective Functionalization of Microelectrodes

Electrochemical Control of Rapid Bioorthogonal Tetrazine Ligations for Selective Functionalization of Microelectrodes
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DOI:
10.1021/jacs.5b03371
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发表时间:
2015-07-22
影响因子:
15
通讯作者:
Devaraj, Neal K.
Devaraj, Neal K.
中科院分区:
化学1区
文献类型:
--
作者:
Ehret, Fabian;Wu, Haoxing;Devaraj, Neal K.

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我们证明,生物正交四嗪连接可以用来快速修饰电极表面,无论是与氧化还原探针和酶。此外,我们表明,氧化还原活性性质的1,2,4,5-四嗪可以利用获得电化学控制表面改性。据我们所知,这是第一次证明控制四嗪连接通过改变氧化还原状态的反应物之一。我们利用四嗪连接的氧化还原可切换功能,用于10 μ m间隔的叉指阵列微电极的位点选择性功能化。此外,我们能够实现氧化还原酶辣根过氧化物酶的宏观平面电极的电位控制连接。四嗪配体的快速动力学、生物正交反应性和电化学控制将导致与电极功能化相关的许多应用。
We demonstrate that bioorthogonal tetrazine ligations can be utilized to rapidly modify electrode surfaces, both with redox probes and enzymes. Furthermore, we show that the redox-active nature of 1,2,4,5-tetrazines can be exploited to gain electrochemical control Over surface modification. To our knowledge this is the first demonstration of controlling a tetrazine ligation by changing the redox state of one of the reactants. We Utilize the redox-switchable feature of tetrazine ligations for the site-selective functionalization of a 10 mu m spaced interdigitated array of microelectrodes. In addition, we were able to achieve potential controlled ligation of the redox enzyme horseradish peroxidase to a macroscopic planar electrode. The rapid kinetics, bioorthogonal reactivity, and electrochemical control provided by tetrazine ligations should lead to numerous applications related to electrode functionalization.