Dyes and Pigments ( IF 4.1 ) 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。