Building Fluorescent Sensors for Carbohydrates Using Template-Directed Polymerizations

Gao, Shouhai; Wang, Wei; Wang, Binghe

doi:10.1006/bioo.2001.1219

Cited by 99 publications

(31 citation statements)

References 50 publications

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“…The affinity of boronic acid for diols is well known [13][14][15][16][17][18][19][20][21][22][23][24][25][26][27], hence for any fluoride sensor based on the boronic acid moiety, it is important to characterize the monosaccharide response. Subsequently, we tested the response of BAQBAs towards both glucose and fructose.…”

Section: Resultsmentioning

confidence: 99%

“…Fluoride can be accurately determined using fluoride-ion selective electrodes [8], spectrophotometry [9], gas chromatography [10] and even colorimetrically using boronic acid chemistry [11,12], although such systems are poisoned by the presence of sugars such as by glucose or fructose. It is due to the well-known high affinity between diol containing compounds and the boronic acid moiety that has lead to the development of carbohydrate sensors [13][14][15][16][17][18][19] chromatographic materials [20] and many glucose sensors [21][22][23][24][25][26][27].…”

Section: Introductionmentioning

confidence: 99%

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Wavelength–Ratiometric Probes for the Selective Detection of Fluoride Based on the 6-Aminoquinolinium Nucleus and Boronic Acid Moiety

Badugu

Lakowicz

Geddes

2004

Journal of Fluorescence

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Herein we report a set of new water-soluble fluorescent probes (N -boronobenzyl-6-aminoquinolinium bromides, BAQBAs) sensitive to aqueous fluoride. These probes shows spectral shifts and intensity changes in the presence of fluoride, in a wavelength ratiometric and colorimetric manner, enabling the detection of fluoride concentrations at visible wavelengths, in the concentration range ≈1-300 mM. Although the sensing mechanism is different for fluoride as compared to the other halides, we have tested the utility of these probes towards the other halides, and the results reveal that the BAQBAs are in fact potential candidates towards the sensing of the all the halides, but in different concentration ranges. As the probes are based on the boronic acid moiety, which is a well-known fluoride and sugar chelator group, we have investigated the response of sugars (such as glucose and fructose, which are present in biological fluids and foodstuffs) as interferences in fluoride detection using these probes. Interestingly, the BAQBAs show a suppressed sugar response potentially allowing for the predominant fluoride sensitivity. In addition to physiological sugars, we also have assessed the response of aqueous halides as potential interferents, or indeed analytes to be sensed, and show that the new boronic acid containing probes respond well to aqueous fluoride in the presence of a high background of other species, such as in a biological cocktail of 50 mM Glucose, 50 mM aqueous Chloride and 5 mM Fructose.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Wavelength–Ratiometric Probes for the Selective Detection of Fluoride Based on the 6-Aminoquinolinium Nucleus and Boronic Acid Moiety

Badugu

Lakowicz

Geddes

2004

Journal of Fluorescence

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“…The fluorescent sensor demonstrated the ability to signal the presence and concentration of the analyte with a detection range of 0.1-2.0 mM. Wang et al developed a system that responded to the binding event with a significant fluorescence intensity change without the use of an external quencher Gao et al, 2001). The key to this was the use of a fluorescent, anthracene containing monomer that was substituted with a boronic acid containing group.…”

Section: Optical Sensorsmentioning

confidence: 99%

Molecularly Imprinted Polymers (PIMs) in Biomedical Applications

Puoci¹,

Cirillo²,

Curcio³

et al. 2010

Biopolymers

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“…The later two issues will be discussed throughout much of this review and indeed in past papers by the authors [14][15][16][17]. For the identification of suitable transduction elements, boronic acid has been known to have high affinity for diol-containing compounds such as carbohydrates [18][19][20] (Scheme 1), where the strong complexation has been used for the construction of carbohydrate sensors [21][22][23][24][25][26][27][28], transporters [29] and chromatographic materials [30]. Boronic acid compounds have also been used for the synthesis of glucose sensors [31][32][33][34][35][36], where we note the work of Shinkai [31,32] and Lakowicz [33][34][35][36] to name but just a few workers in this field.…”

Section: Introductionmentioning

confidence: 99%

Ophthalmic Glucose Monitoring Using Disposable Contact Lenses—A Review

Badugu

Lakowicz

Geddes

2004

Journal of Fluorescence

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We have developed a range of disposable and colorless tear glucose sensing contact lenses, using offthe-shelf lenses embedded with new water soluble, highly fluorescent and glucose sensitive boronic acid containing fluorophores. The new lenses are readily able to track tear glucose levels and therefore blood glucose levels, which are ideally suited for potential use by diabetics. The fluorescence responses from the lenses can be monitored using simple excitation and emission detection devices. The novelty of our approach is two fold. Firstly, the notion of sensing extremely low glucose concentrations in tears, which track blood levels, by our contact lens approach, and secondly, the unique compatibility of our new glucose signaling probes with the internal mildly acidic contact lens environment. The new lenses are therefore ideal for the non-invasive and continuous monitoring of tear glucose, with about 15-min response time, and a measured shelf life in excess of 3 months. In this review article, we show that fluorescence based signaling using plastic disposable lenses, which have already been industrially optimized with regard to vision correction and oxygen/analyte permeability etc, may a notable alternative to invasive and random finger pricking, the most widely used glucose monitoring technology by diabetics.

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Building Fluorescent Sensors for Carbohydrates Using Template-Directed Polymerizations

Cited by 99 publications

References 50 publications

Wavelength–Ratiometric Probes for the Selective Detection of Fluoride Based on the 6-Aminoquinolinium Nucleus and Boronic Acid Moiety

Wavelength–Ratiometric Probes for the Selective Detection of Fluoride Based on the 6-Aminoquinolinium Nucleus and Boronic Acid Moiety

Molecularly Imprinted Polymers (PIMs) in Biomedical Applications

Ophthalmic Glucose Monitoring Using Disposable Contact Lenses—A Review

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