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

被引：13

作者：

Wang, Yan-En ^{[1
,2
]}

Rong, Rui-Xue ^{[1
,3
]}

Chen, Hua ^{[1
]}

Zhu, Meng-Yuan ^{[4
,5
]}

Wang, Bing-He ^{[4
,5
]}

Li, Xiao-Liu ^{[1
]}

机构：

[1] Hebei Univ, Coll Chem & Environm Sci, Key Lab Chem Biol Hebei Prov, Baoding 071002, Peoples R China

[2] Agr Univ Hebei, Coll Sci, Baoding 071001, Peoples R China

[3] Hebei Univ, Med Sch, Baoding 071002, Peoples R China

[4] Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA

[5] Georgia State Univ, Ctr Diagnost & Therapeut, Atlanta, GA 30303 USA

来源：

CHINESE CHEMICAL LETTERS | 2017年 / 28卷 / 06期

基金：

中国国家自然科学基金;

关键词：

Lewis sugars; Bisboronic acid; Shinkai's anthracene-based fluorescent sensor; Biochemical recognition; Synthesis; SIALYL-LEWIS-X; BORONIC ACID; HEPATOCELLULAR-CARCINOMA; CANCER; CELLS; RECEPTORS; PROBES;

D O I：

10.1016/j.cclet.2017.02.013

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Sensors capable of recognizing cell surface carbohydrates, such as sialyl Lewis X (sLex), 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 sLex selectivity and stained HEPG2 cells at 1 mu mol/L. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

引用

页码：1262 / 1267

页数：6

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