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Highly fluorescent dihydropyrimido-diindole derivative as a probe for detecting nitrite in food products and cell-imaging
Dyes and Pigments ( IF 4.5 ) Pub Date : 2020-02-04 , DOI: 10.1016/j.dyepig.2020.108256
Lingzhi He , Wu Zou , Dan Zeng , Fuchun Gong , Qinge Wang , Jiaoyun Xia , Zhong Cao

One-pot reaction approach to the synthesis of dihydropyrimido-diindole fluorophores (DPDI) was developed. In DPDI molecules, the two pyrrole rings in dipyrromethane were bridged by a carbon atom, eliciting a six-membered ring and rigid planar structure. Photophysical measurements demonstrated that DPDI can exhibit strong fluorescence, large Stokes shift and low sensitivity to pH. Cyclic voltamogram indicated a pair of redox peaks of DPDI near ±0.48V, implying that DPDI can be oxidized by nitrite (NO2). In the presence of NO2, DPDI showed apparent change in colours and fluorescence intensity owing to the implantation of NO2. From this basis, a highly sensitive and selective analysis of NO2 was established using DPDI as probes, which offered a sensitive determination of NO2 in the concentration range of 0–17 μM with the detection limit of 2.2 nM. Furthermore, DPDI was employed for fluorescence imaging, demonstrating the ability to discriminate from different concentrations of NO2 in living cells. The newly developed DPDI dyes showed the obvious advantages of facile preparation and large Stokes shift over conventional dipyrrole-based phosphors.



中文翻译:

高荧光二氢嘧啶-二吲哚衍生物作为食品中亚硝酸盐和细胞成像检测的探针

开发了一锅法合成二氢嘧啶-二吲哚荧光团(DPDI)。在DPDI分子中,二吡咯甲烷中的两个吡咯环被碳原子桥接,从而形成六元环和刚性平面结构。光物理测量表明,DPDI可以显示强荧光,大斯托克斯频移和对pH的低敏感性。环状伏安图表明一对接近±0.48V DPDI的氧化还原峰,这意味着DPDI可以通过亚硝酸盐被氧化(NO 2 - )。在NO的情况下2 -,DPDI显示出由于NO的植入颜色和荧光强度明显变化2 - 。从这个基础上,NO的高灵敏度和选择性分析2 -使用DPDI作为探针,其提供NO的敏感判定成立2 -在0-17μM的浓度范围内具有2.2纳米的检测极限。此外,DPDI被用于荧光成像,显示出从不同浓度的NO以辨别能力2 -在活细胞。新开发的DPDI染料与传统的基于二吡咯的荧光粉相比,具有制备方便,斯托克斯位移大的明显优势。

更新日期:2020-02-04
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