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

Synthesis of fluorescent bisboronic acid sensors and their recognition of mono-/oligo-saccharides
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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.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 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)
关键词 Lewis sugars Bisboronic acid Shinkai's anthracene-based fluorescent sensor Biochemical recognition Synthesis Lewis sugars Bisboronic acid Shinkai's anthracene-based fluorescent sensor Biochemical recognition Synthesis
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