有机化学 ›› 2018, Vol. 38 ›› Issue (3): 636-641.DOI: 10.6023/cjoc201709017 上一篇    下一篇

所属专题: 荧光探针-生物传感合辑 有机超分子化学合辑

研究论文

新型Fe3+荧光探针及其生物成像研究

杨美盼a,b, 苏娜c, 李玉香a,b, 王莉a,b, 马利锋a,b, 张媛a,b, 李靖a,b, 杨秉勤c, 康龙丽a,b   

  1. a 高原相关疾病分子遗传机制与干预研究重点实验室 西藏民族大学 咸阳 712082;
    b 高原环境与疾病相关基因研究重点实验室 西藏民族大学 咸阳 712082;
    c 合成与天然功能分子化学教育部重点实验室 西北大学 西安 710127
  • 收稿日期:2017-09-11 修回日期:2017-11-24 发布日期:2017-12-01
  • 通讯作者: 杨美盼,E-mail:ymp1111@126.com E-mail:ymp1111@126.com
  • 基金资助:

    西藏自治区自然科学基金((No.XZ2017ZGR-61)和西藏民族大学"青年学人培育计划"(No.17MDQP03)资助项目.

A New Fluorescent Probe for Fe3+ and Its Application to Bioimaging

Yang Meipana,b, Su Nac, Li Yuxianga,b, Wang Lia,b, Ma Lifenga,b, Zhang Yuana,b, Li Jinga,b, Yang Bingqinc, Kang Longlia,b   

  1. a Key Laboratory for Molecular Genetic Mechanisms and Intervention Research on High Altitude Disease, Xizang Minzu University, Xianyang 712082;
    b Key Laboratory of High Altitude Environment and Gene Related to Disease, Xizang Minzu University, Xianyang 712082;
    c Key Laboratory for Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Northwest University, Xi'an 710127
  • Received:2017-09-11 Revised:2017-11-24 Published:2017-12-01
  • Contact: 10.6023/cjoc201709017 E-mail:ymp1111@126.com
  • Supported by:

    Project supported by the Natural Science Foundation of Xizang (Tibet) Autonomous Region (No. XZ2017ZGR-61) and "The Training Plan for the Youth" Support Program of Xizang Minzu University (No. 17MDQP03).

以罗丹明为基础合成、表征了一种"turn-on"型荧光探针.该探针对Fe3+表现出很高的选择性和灵敏性.将Fe3+加入到探针中,溶液的紫外吸收值和荧光强度都有很明显的变化,同时伴随着肉眼可见的溶液颜色改变.研究发现,探针与Fe3+按照1:1进行络合,引起了探针内酰胺环的打开,进而吸收值和荧光强度值发生变化.研究表明,在有其他共存离子存在下,该探针仍然可以有效检测Fe3+.细胞实验发现,探针可以穿过细胞膜,在细胞内与Fe3+作用,同时也可检测小鼠体内Fe3+,呈现出很好的荧光成像效果.

关键词: 荧光探针, Fe3+, 光谱性质, 机理, 细胞和小鼠

A turn-on probe, which exhibited highly selective and sensitive signaling behaviors toward Fe3+ over other common metal ions, has been synthesized and confirmed by 1H NMR, 13C NMR, IR and MS. The addition of Fe3+ to the solution of probe induced a remarkable UV-Vis and fluorescence enhancement along with obvious color change detected by the naked eye. The reaction mechanism was also investigated and proposed as that the probe complexed Fe3+ via a 1:1 binding mode, and the subsequent complexation caused the ring-opening of the rhodamine spirolactam and thereby the changes of absorbance and fluorescence. These remarkable properties may allow Fe3+ to be detected directly in the presence of the other examined competing metal ions. Then, cells experiments showed that the probe could permeate through cell membranes and react to Fe3+ within living cells. Additionally, the probe was further used for detecting Fe3+ ions in living mouse which exhibited excellent fluorescence imaging.

Key words: fluorescent probe, Fe3+, spectral properties, mechanism, cells and mouse