Citation: Tang Kun, Zhang Pengchao, Wang Sheng, Qiu Na, Zhang Fuli. One-Step Synthesis of Novel Asymmetric Trimethine Indocyanine Fluorescent Dye and Fluorescent Labeling[J]. Chinese Journal of Organic Chemistry, ;2016, 36(7): 1700-1705. doi: 10.6023/cjoc201511020 shu

One-Step Synthesis of Novel Asymmetric Trimethine Indocyanine Fluorescent Dye and Fluorescent Labeling

Tang Kun ^a ,
Zhang Pengchao ^a,b ,
Wang Sheng ^a,b ,
Qiu Na ^a ,
Zhang Fuli ^a,*,,

a.
Research Institute of Environmental Medicine, Medical College of Henan University, Kaifeng 475004
b.
Pharmaceutical College of Henan University, Kaifeng 475004

Corresponding author: Zhang Fuli,
Received Date: 12 November 2015
Revised Date: 16 January 2016

Fund Project: the National Natural Science Foundation of China 21202036

Figures(5)

A novel water-soluble asymmetric trimethine cyanine dye which contains one nonionic hydrophilic group was first synthesized, which was prepared from one-step synthesis with N-carboxybenzyl-2, 3, 3-trimethyl-3H-indol-5-sulfonic acid, N, N′-diphenylformamidine and 2, 3, 3-trimethyl-3H-indol-5-sulfonic acid with PEG. The pure title compound could be obtained by using the self-made C18 reversed-phase chromatographic column. The structure of the product was identified by NMR and HRMS. The spectra character and photostability of this dye were detected, protein labeling of albumin bovine serum (BSA) and cell stain with this dye were investigated. The results showed that the yield of the target compound could reach 73% by simple synthesis and purification, the fluorescence quantum yield was 0.3, the D/P of protein labeling was 1.87. The dye could effectively distinguish between the fixed cells and living cells, because of the significant differences in the staining results.
- trimethine indocyanine,
- nonionic hydrophilic group,
- fluorescence quantum yield,
- protein labeling,
- cell stain
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