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

作　　者：Yan-En Wang Rui-Xue Rong Hua Chen Meng-Yuan Zhu Bing-He Wang Xiao-Liu Li 

机构地区：[1]Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Booding 071002, China [2]College of Science, Agricultural University of Hebei, Baoding 071001,China [3]Medical School, Hebei University, Baoding 071002, China [4]Department of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, CA 30303, USA

出　　处：《Chinese Chemical Letters》2017年第6期1262-1267,共6页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(NSFC)(No.21372060);Hebei Province Natural Science Fund for Distinguished Young Scholars(No.B2015201005)

摘　　要：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 μmoI/L.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 μmoI/L.

关 键 词：Lewis sugars Bisboronic acid Shinkai＇s anthracene-based fluorescent sensor Biochemical recognition Synthesis 

分 类 号：O657.3[理学—分析化学] TP212[理学—化学]