Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 27, Issue 9, Pages 1983-1988Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2017.03.023
Keywords
Lewis sugars; Bisboronic acid; Shinkai's anthracene-based fluorescent sensor; Biochemical recognition
Categories
Funding
- National Natural Science Foundation of China (NSFC) [21372060]
- Hebei Province Natural Science Fund for Distinguished Young Scholars [B2015201005]
- Georgia State University's Research Solutions
- National Science Foundation [ACI-1053575]
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Cell surface carbohydrates of the Lewis blood group antigens, Lewis X (Le(x)), Lewis Y (Le(y)), Lewis A (Le(a)), and their sialylated derivatives, such as sialy Lewis X (sLe(x)) and sialy Lewis A (sLe(a)), 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 Le(y) among other carbohydrate antigens. (C) 2017 Elsevier Ltd. All rights reserved.
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