有机化学 ›› 2019, Vol. 39 ›› Issue (3): 793-799.DOI: 10.6023/cjoc201807036 上一篇    下一篇

研究论文

系列红色染料的合成、光学性质及在蛋白标记中的应用

李慧芳, 冷鑫, 闫立润, 杨秉勤, 白银娟   

  1. 西北大学化学与材料科学学院 合成与天然功能分子化学教育部重点实验室 西安 710127
  • 收稿日期:2018-07-22 修回日期:2018-09-11 出版日期:2019-03-25 发布日期:2018-10-26
  • 通讯作者: 杨秉勤, 白银娟 E-mail:yangbq@nwu.edu.cn;baiyinjuan@nwu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21172178)资助项目.

A Series of Red Dyes: Synthesis, Optical Properties and Application in Protein Labeling

Li Huifang, Leng Xin, Yan Lirun, Yang Bingqin, Bai Yinjuan   

  1. Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710127
  • Received:2018-07-22 Revised:2018-09-11 Online:2019-03-25 Published:2018-10-26
  • Contact: 10.6023/cjoc201807036 E-mail:yangbq@nwu.edu.cn;baiyinjuan@nwu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21172178).

以3-NN-二乙基氨基酚为原料合成了一系列荧光染料,用1H NMR,13C NMR,IR,HRMS对结构进行了表征,检测了新型染料的光学性质,标记了牛血清白蛋白,比较了新染料与菁染料(Cy3)在凝集素微阵列芯片上的荧光信号值.结果显示,新型染料的最大发射波长均在600 nm以上,斯托克斯位移约70 nm左右,染料/蛋白质(D/P)标记效率高达1.5~1.8,在凝集素微阵列中新染料和Cy3的荧光信号值相当.表明新染料可以作为荧光标记物用于凝集素微阵列中检测糖链的变化.

关键词: 荧光染料, 合成, 光学性质, 蛋白标记, 凝集素微阵列

A series of red fluorescent dyes were synthesized using 3-N,N-diethylaminophenol. Their structures were characterized by 1H NMR, 13C NMR, IR and HRMS. The optical properties of these dyes were detected. Bovine serum albumin was labeled by new dyes. The fluorescence signal values of these dyes and cyanine-3 (Cy3) in lectin microarrays were compared. The results show that the maximum emission wavelengths of these dyes are above 600 nm and the Stokes shifts are about 70 nm. The dye/protein (D/P) labeling efficiencies of these dyes are as high as 1.5~1.8. The fluorescence signal of new dyes is equal to Cy3 in lectin microarray. Hence, these dyes can also be used as fluorescent labels for detection of sugar chain changes in lectin microarrays.

Key words: fluorescent dye, synthesis, spectral property, protein label, lectins microarray