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

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 towar...

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Bibliographic Details
Published inChinese chemical letters Vol. 28; no. 6; pp. 1262 - 1267
Main Authors Wang, Yan-En, Rong, Rui-Xue, Chen, Hua, Zhu, Meng-Yuan, Wang, Bing-He, Li, Xiao-Liu
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.06.2017
Subjects
Biochemical recognition
Bisboronic acid
Lewis sugars
Shinkai’s anthracene-based fluorescent sensor
Synthesis
Synthesis
Bisboronic acid
Shinkai’s anthracene-based fluorescent sensor
Lewis sugars
Biochemical recognition
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Summary: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.
Bibliography:11-2710/O6
Lewis sugars Bisboronic acid Shinkai＇s anthracene-based fluorescent sensor Biochemical recognition Synthesis
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.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2017.02.013