Citation: Wang Yan-En, Rong Rui-Xue, Chen Hua, Zhu Meng-Yuan, Wang Bing-He, Li Xiao-Liu. Synthesis of fluorescent bisboronic acid sensors and their recognition of mono-/oligo-saccharides[J]. Chinese Chemical Letters, ;2017, 28(6): 1262-1267. doi: 10.1016/j.cclet.2017.02.013 shu

Synthesis of fluorescent bisboronic acid sensors and their recognition of mono-/oligo-saccharides

Wang Yan-En ^a,b ,
Rong Rui-Xue ^a,c ,
Chen Hua ^a,, ,
Zhu Meng-Yuan ^d ,
Wang Bing-He ^d,, ,
Li Xiao-Liu ^a,,

a.
Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China
b.
College of Science, Agricultural University of Hebei, Baoding 071001, China
c.
Medical School, Hebei University, Baoding 071002, China
d.
Department of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30303, USA

Corresponding author: Chen Hua, hua-todd@163.com Wang Bing-He, wang@gsu.edu Li Xiao-Liu, lixl@hbu.cn
Received Date: 2 November 2016
Revised Date: 24 November 2016
Accepted Date: 27 December 2016
Available Online: 20 June 2017

Figures(6)

Sensors capable of recognizing cell surface carbohydrates, such as sialyl Lewis X (sLe^x), are invaluable research tools and for the diagnosis and early detection of many forms of cancer. In this paper, we report the design and synthesis of a series of bisboronic acids 6(a-f) as fluorescent sensors towards mono-/oligosaccharides. Among them, compounds 6d and 6e showed strong binding affinities with glucose and fructose, while compound 6c, in which two anthracene-based boronic acid units were linked by a hexamethylene spacer, was able to recognize sLe^x selectivity and stained HEPG2 cells at 1 μmol/L.
- Lewis sugars,
- Bisboronic acid,
- Shinkai's anthracene-based fluorescent,
- sensor,
- Biochemical recognition,
- Synthesis
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