A simple naphthalene-based fluorescent probe for high selective detection of formaldehyde in toffees and HeLa cells via aza-Cope reaction.

A simple naphthalene-based fluorescent probe for high selective detection of formaldehyde in toffees and HeLa cells via aza-Cope reaction.
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一种简单的基于萘的荧光探针,用于通过 aza-Cope 反应高选择性检测太妃糖和 HeLa 细胞中的甲醛。

DOI:
10.1016/j.talanta.2016.08.010
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发表时间:
2016-11
期刊:
影响因子:
6.1
通讯作者:
Sheng Ruilong
Sheng Ruilong
中科院分区:
化学1区
文献类型:
--
作者:
Xu Junchao;Zhang Yue;Zeng Lintao;Liu Jinbiao;Kinsella Joseph M;Sheng Ruilong

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合成了一种简单的萘系甲醛荧光探针(AENO),该探针在水溶液中对甲醛具有显著的荧光开启响应。该探针可定量测定0-1.0 mM的FA浓度,具有良好的选择性、高灵敏度和低检测限(0.57 µM)。通过1H NMR、HR-MS、FT-IR、UV-vis和荧光光谱分析,确定了传感机理为2-aza-Cope重排反应。该探针已用于市售太妃糖样品中游离脂肪酸的测定,结果令人满意。因此,AENO有可能成为食品中FA定量检测的一种有前途的工具。此外,HeLa细胞的荧光成像表明,该探针是细胞膜可渗透的,可用于可视化/成像的癌细胞中的FA痕迹/运输。
A simple naphthalene-based fluorescent probe (AENO) for formaldehyde (FA) was successfully synthesized, which exhibited a significant fluorescence turn-on response towards FA in aqueous solution. The probe could quantitatively determine the concentration of FA (0–1.0 mM) with excellent selectivity, high sensitivity and low limit of detection (0.57 µM). The sensing mechanism was proposed as 2-aza-Cope rearrangement forAENOafter reaction with FA, which was confirmed by1H NMR, HR-MS, FT-IR, UV–vis and fluorescence spectra. The probe has been employed to determine the FA contents in several commercially available toffee samples with satisfactory performance. Thus,AENOmight be used as a promising tool for quantitative detection of FA in food. Furthermore, fluorescence imaging of HeLa cells indicated that the probe was cell membrane permeable and could be used for visualizing/imaging the FA trace/transportation in cancer cells.
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