Abstract
Sugar and nucleoside identifications are important for the detection and treatment of dangerous diseases. In this study, a fluorescent boronic acid (3-(5-(dimethylamino)naphthalene-1-sulfonamido)phenyl)boronic acid (DNSBA) was bound to a diol quencher via a boronic ester linkage, and fluorescence recovery upon exposure to saccharides and nucleosides was demonstrated. Further, we successfully detected sugars and nucleosides in buffer systems. DNSBA expresses selectivity toward adenosine, fructose, sorbitol, and tartaric acid. Our investigations into the effects of pH on sensor sensitivity revealed that changes between the neutral and anionic forms of the boronic acid group, induced at high pH and/or in the presence of sugars or nucleosides, induce visible/optimal changes in DNSBA. DNSBA is responsive at pH = 8.21 whereas acidic media do not exhibit sensitivity. DNSBA can thus be useful in clinical applications as a novel sensor for sugars and nucleosides.
Keywords: Boronic acid, Quencher, diol, Saccharides, Nucleosides, pH, fluorescent sensor, Sugar
Current Organic Synthesis
Title: Novel Bronic Acid-Based Fluorescent Sensor for Sugars and Nucleosides
Volume: 8 Issue: 6
Author(s): Souad Elfeky
Affiliation:
Keywords: Boronic acid, Quencher, diol, Saccharides, Nucleosides, pH, fluorescent sensor, Sugar
Abstract: Sugar and nucleoside identifications are important for the detection and treatment of dangerous diseases. In this study, a fluorescent boronic acid (3-(5-(dimethylamino)naphthalene-1-sulfonamido)phenyl)boronic acid (DNSBA) was bound to a diol quencher via a boronic ester linkage, and fluorescence recovery upon exposure to saccharides and nucleosides was demonstrated. Further, we successfully detected sugars and nucleosides in buffer systems. DNSBA expresses selectivity toward adenosine, fructose, sorbitol, and tartaric acid. Our investigations into the effects of pH on sensor sensitivity revealed that changes between the neutral and anionic forms of the boronic acid group, induced at high pH and/or in the presence of sugars or nucleosides, induce visible/optimal changes in DNSBA. DNSBA is responsive at pH = 8.21 whereas acidic media do not exhibit sensitivity. DNSBA can thus be useful in clinical applications as a novel sensor for sugars and nucleosides.
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Cite this article as:
Elfeky Souad, Novel Bronic Acid-Based Fluorescent Sensor for Sugars and Nucleosides, Current Organic Synthesis 2011; 8 (6) . https://dx.doi.org/10.2174/1570179411108060872
DOI https://dx.doi.org/10.2174/1570179411108060872 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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