Imaging of Formaldehyde in Live Cells and Daphnia magna via Aza-Cope Reaction Utilizing Fluorescence Probe With Large Stokes Shifts.

Imaging of Formaldehyde in Live Cells and Daphnia magna via Aza-Cope Reaction Utilizing Fluorescence Probe With Large Stokes Shifts.
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利用具有大斯托克斯位移的荧光探针通过 Aza-Cope 反应对活细胞和大型溞中的甲醛进行成像

DOI:
10.3389/fchem.2018.00488
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发表时间:
2018
影响因子:
5.5
通讯作者:
Peng X
Peng X
中科院分区:
化学3区
文献类型:
--
作者:
Yang M;Fan J;Du J;Long S;Wang J;Peng X

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甲醛(Formaldehyde,FA)是一种活性很高的羰基化合物,在人体的生理和病理过程中起着重要的作用.然而,由于FA具有强大的DNA和蛋白质交联机制,升高的FA会导致认知障碍、记忆丧失和各种神经退行性疾病。本文设计并合成了一种基于苯并-2-氧杂-1,3-二唑(BD)骨架的荧光探针BD-CHO,该荧光探针具有较高的选择性和较大的Stokes位移(约118 nm),可用于检测FA的Aza-Cope反应。BD-CHO成功地应用于监测活细胞和小鼠肾组织中FA水平的变化。重要的是,这是第一次BD-CHO用于可视化外源FA的变化,大型蚤通过荧光显微镜,展示了其潜在的应用与FA相关的生物过程的研究。
Formaldehyde (FA), a highly reactive carbonyl species, plays significant role in physiological and pathological functions. However, elevated FA will lead to cognitive impairments, memory loss and various neurodegenerative diseases due to its potent DNA and protein cross-linking mechanisms. In this work, a fluorescence probe, BD-CHO, based on benz-2-oxa-1, 3- diazole (BD) skeleton, was designed and synthesized for detection of FA via Aza-Cope reaction with high selectivity and large Stokes shifts (about 118 nm). BD-CHO was successfully applied to monitor the changes FA level in living cells, and kidney tissues of mice. Importantly it was the first time that BD-CHO was used for visualizing exogenous FA changes in Daphnia magna through fluorescence microscopy, demonstrating its potential application for studies of biological processes associated with FA.
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