title: Triazole-linked fluorescent bisboronic acid capable of selective recognition of the Lewis Y antigen.
abstract: Cell surface carbohydrates of the Lewis blood group antigens, Lewis X (Lex), Lewis Y (Ley), Lewis A (Lea), and their sialylated derivatives, such as sialy Lewis X (sLex) and sialy Lewis A (sLea), play important roles in various recognition processes. These cell surface carbohydrates have also been associated with the development and progression of many types of cancers. Recently, we synthesized four anthracene-based fluorescent bisboronic acid sensors (compounds 2a-d) linked by 'click' chemistry with tethers of different lengths to match the epitope of various Lewis group of sugars. Among the four compounds, 2a appears to have both high sensitivity and selectivity for Leyamong other carbohydrate antigens.
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; College of Science, Agricultural University of Hebei, Baoding 071001, China.
authors.forename: Yan'en
authors.initials: Y
authors.lastname: Wang
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
authors.forename: Ruixue
authors.initials: R
authors.lastname: Rong
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China. Electronic address: hua-todd@163.com.
authors.forename: Hua
authors.initials: H
authors.lastname: Chen
authors.affiliation: Department of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30303, USA.
authors.forename: Mengyuan
authors.initials: M
authors.lastname: Zhu
authors.affiliation: Department of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30303, USA. Electronic address: wang@gsu.edu.
authors.forename: Binghe
authors.initials: B
authors.lastname: Wang
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China. Electronic address: lixl@hbu.cn.
authors.forename: Xiaoliu
authors.initials: X
authors.lastname: Li
mesh_terms: D000873:Anthracenes / Q000737:chemistry* / Q000378:metabolism; D015295:Antigens, Tumor-Associated, Carbohydrate / Q000032:analysis / Q000378:metabolism; D001897:Boronic Acids / Q000737:chemistry* / Q000378:metabolism; D045744:Cell Line, Tumor; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D007983:Lewis Blood Group Antigens / Q000032:analysis* / Q000378:metabolism; D008856:Microscopy, Fluorescence; D009369:Neoplasms / Q000378:metabolism; D009844:Oligosaccharides / Q000032:analysis / Q000378:metabolism; D000080506:Sialyl Lewis X Antigen; D014230:Triazoles / Q000737:chemistry* / Q000378:metabolism
chemical_list: C410209:2-6 sialyl Le(a) antigen; D000873:Anthracenes; D015295:Antigens, Tumor-Associated, Carbohydrate; D001897:Boronic Acids; D005456:Fluorescent Dyes; D007983:Lewis Blood Group Antigens; C094162:Lewis Y antigen; D009844:Oligosaccharides; D000080506:Sialyl Lewis X Antigen; D014230:Triazoles; C034020:anthracene
keywords: Biochemical recognition; Bisboronic acid; Lewis sugars; Shinkai’s anthracene-based fluorescent sensor