Citation: Zhang Pengchao, Wang Sheng, Wu Pin, Tang Kun, Zhang Fuli. Synthesis of New Asymmetric Pentamethine Cyanine Dye Containing Carboxypentyl and Protein Labeling[J]. Chemistry, ;2016, 79(5): 455-458. shu

Synthesis of New Asymmetric Pentamethine Cyanine Dye Containing Carboxypentyl and Protein Labeling

Zhang Pengchao ^1,2 ,
Wang Sheng ^1,2 ,
Wu Pin ³ ,
Tang Kun ¹ ,
Zhang Fuli ^1,,

1.
1. Research Institute of Environmental Medicine, Medical School of Henan University, Kaifeng 475001;
2.
2. Pharmaceutical School of Henan University, Kaifeng 475001;
3.
3. Second Branch of Henan Jinkai Investment Holding Group, Kaifeng 475100

Corresponding author: Zhang Fuli,
Received Date: 25 August 2015
Available Online: 14 November 2015
Fund Project:

2,3-Dimethyl-3-carboxypentyl-3H-indol-5-sulfonic acid was synthesized with 4-hydrazinyl-benzenesulfonic acid and 7-methyl-8-oxo-nonanoic acid. 1-sulfopropyl-2,3,3-trimethyl-3H-indol-5-sulfonic acid was synthesized with 2,3,3-trimethyl-3H-indol-5-sulfonic acid and 1,3-propane sultone. A new water-soluble asymmetric pentamethine indocyanine dye Cy5 was prepared by hemicyanine syntheticism and separated by the self-made C18 reversed-phase chromatographic column with the yield of 57%. The structures of target compound and intermediates were confirmed by ¹H NMR and HRMS. The spectral properties and biological labeling application of Cy5 was detected and explored. The water-solubility and photostability of the dye are excellent, and the maximum absorption and fluorescence emission wavelengths in water are 646 nm and 666 nm respectively. The fluorescence quantum yield reaches 0.2, and the D/P of protein labeling is 1.56 when the molar ratio of dye to BSA was 2:1.
- Carboxypentyl,
- Indocyanine dyes,
- Hemicyanine syntheticism,
- Fluorescence,
- Protein labeling
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