Literature DB >> 15123238

The first fluorescent diboronic acid sensor specific for hepatocellular carcinoma cells expressing sialyl Lewis X.

Wenqian Yang1, Haiying Fan, Xingming Gao, Shouhai Gao, Vishnu Vardhan Reddy Karnati, Weijuan Ni, W Borden Hooks, John Carson, Brent Weston, Binghe Wang.   

Abstract

Carbohydrate antigens with subterminal fucosylation have been implicated in the development and progression of several cancers, including hepatocellular carcinoma (HCC). Fluorescent sensors targeting fucosylated carbohydrate antigens could potentially be used for diagnostic and other applications. We have designed and synthesized a series of 26 diboronic acid compounds as potential fluorescent sensors for such carbohydrates. Among these compounds, 7q was able to fluorescently label cells expressing high levels of sLex (HEPG2) within a concentration range of 0.5 to 10 microM. This compound (7q) did not label cells expressing Lewis Y (HEP3B), nor cells without fucosylated antigens (COS7). This represents the first example of a fluorescent compound labeling cells based on cell surface carbohydrate structures.

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Year:  2004        PMID: 15123238     DOI: 10.1016/j.chembiol.2004.03.021

Source DB:  PubMed          Journal:  Chem Biol        ISSN: 1074-5521


  17 in total

1.  Effect of extended conjugation with a phenylethynyl group on the fluorescent properties of water-soluble arylboronic acids.

Authors:  Shi-Long Zheng; Na Lin; Suazette Reid; Binghe Wang
Journal:  Tetrahedron       Date:  2007-06-18       Impact factor: 2.457

2.  Boronic acid functionalized peptidyl synthetic lectins: combinatorial library design, peptide sequencing, and selective glycoprotein recognition.

Authors:  Kevin L Bicker; Jing Sun; John J Lavigne; Paul R Thompson
Journal:  ACS Comb Sci       Date:  2011-03-25       Impact factor: 3.784

Review 3.  MALDI tissue imaging: from biomarker discovery to clinical applications.

Authors:  Lisa H Cazares; Dean A Troyer; Binghe Wang; Richard R Drake; O John Semmes
Journal:  Anal Bioanal Chem       Date:  2011-05-04       Impact factor: 4.142

Review 4.  Carbohydrate recognition by boronolectins, small molecules, and lectins.

Authors:  Shan Jin; Yunfeng Cheng; Suazette Reid; Minyong Li; Binghe Wang
Journal:  Med Res Rev       Date:  2010-03       Impact factor: 12.944

5.  Direct modulation of microtubule stability contributes to anthracene general anesthesia.

Authors:  Daniel J Emerson; Brian P Weiser; John Psonis; Zhengzheng Liao; Olena Taratula; Ashley Fiamengo; Xiaozhao Wang; Keizo Sugasawa; Amos B Smith; Roderic G Eckenhoff; Ivan J Dmochowski
Journal:  J Am Chem Soc       Date:  2013-03-29       Impact factor: 15.419

6.  Modeling the excitation wavelengths (lambda(ex)) of boronic acids.

Authors:  Minyong Li; Nanting Ni; Binghe Wang; Yanqing Zhang
Journal:  J Mol Model       Date:  2008-03-20       Impact factor: 1.810

7.  Click with a boronic acid handle: a neighboring group-assisted click reaction that allows ready secondary functionalization.

Authors:  Alexander B Draganov; Ke Wang; Jalisa Holmes; Krishna Damera; Danzhu Wang; Chaofeng Dai; Binghe Wang
Journal:  Chem Commun (Camb)       Date:  2015-10-21       Impact factor: 6.222

8.  Biaryl product formation from cross-coupling in palladium-catalyzed borylation of a Boc protected aminobromoquinoline compound.

Authors:  Hao Fang; Jun Yan; Binghe Wang
Journal:  Molecules       Date:  2004-02-28       Impact factor: 4.411

9.  Synthetic lectin arrays for the detection and discrimination of cancer associated glycans and cell lines.

Authors:  Kevin L Bicker; Jing Sun; Morgan Harrell; Yu Zhang; Maria M Pena; Paul R Thompson; John J Lavigne
Journal:  Chem Sci       Date:  2012-01-05       Impact factor: 9.825

10.  A fluorescent bisboronic acid compound that selectively labels cells expressing oligosaccharide Lewis X.

Authors:  Xingming Gao; Mengyuan Zhu; Haiying Fan; Wenqian Yang; Weijuan Ni; Vishnu V R Karnati; Shouhai Gao; John Carson; Brent Weston; Binghe Wang
Journal:  Bioorg Med Chem Lett       Date:  2015-04-28       Impact factor: 2.823

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