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首页> 外文期刊>The Analyst: The Analytical Journal of the Royal Society of Chemistry: A Monthly International Publication Dealing with All Branches of Analytical Chemistry >A reversible fluorescent probe based on C=N isomerization for the selective detection of formaldehyde in living cells and in vivo
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A reversible fluorescent probe based on C=N isomerization for the selective detection of formaldehyde in living cells and in vivo

机译：基于C = N异构化的可逆荧光探针，用于选择性细胞和体内甲醛的选择性检测

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摘要

Formaldehyde (FA) is an endogenously produced reactive carbonyl species (RCS) through biological metabolic processes whose concentration is closely related to human health and disease. Noninvasive and real-time detection of FA concentration in organisms is very important for revealing the physiological and pathological functions of FA. Herein, we design and synthesize a reversible fluorescent probe BOD-NH2 for the detection of FA in living cells and in vivo. The probe is composed of two moieties: the BODIPY fluorophore and the primary amino group response unit. The probe undergoes an intracellular aldimine condensation reaction with FA and forms imine (C=N) which will result in C=N isomerization and rotation to turn-off the fluorescence of the probe. It is important that the probe can show a reversible response to FA. The probe BOD-NH2 has been successfully applied for detecting and imaging FA in the cytoplasm of living cells. BOD-NH2 is capable of detecting fluctuations in the levels of endogenous and exogenous FA in different types of living cells. The probe can be used to visualize the FA concentration in fresh hippocampus and the probe can further qualitatively evaluate the FA concentrations in ex vivo-dissected organs. Moreover, BOD-NH2 can also be used for imaging in mice. The above applications make our new probe a potential chemical tool for the study of physiological and pathological functions of FA in cells and in vivo.
机译：甲醛（FA）通过生物代谢过程是内源性产生的活性羰基物种（RCS），其浓度与人体健康和疾病密切相关。非侵入性和实时检测生物体的FA浓度对于揭示FA的生理和病理功能非常重要。在此，我们设计并合成可逆荧光探针BOD-NH2，用于检测活细胞和体内FA。探针由两部分组成：Bodipy荧光团和伯氨基响应单元。探针与FA进行细胞内醛敏缩合反应，形成亚胺（C = N），这将导致C = N异构化并旋转以关闭探针的荧光。重要的是，探头可以显示对FA的可逆响应。探针BOD-NH2已成功应用于活细胞的细胞质中的检测和成像。 BOD-NH2能够检测不同类型的活细胞中内源性和外源性FA水平的波动。探针可用于可视化新鲜海马中的FA浓度，并且探针可以进一步定性地评估离体释放器官中的FA浓度。此外，BOD-NH2也可用于小鼠中的成像。上述应用使我们的新探测能够研究CEL细胞和体内FA的生理和病理功能的潜在化学工具。

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