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Recent advances in fluorescent arylboronic acids for glucose sensing.

Hansen JS, Christensen JB - Biosensors (Basel) (2013)

Bottom Line: The long-term consequences of high blood glucose levels include damage to the heart, eyes, kidneys, nerves and other organs, among others, caused by malign glycation of vital protein structures.Fluorescent monitors based on arylboronic acids are promising candidates for optical CGM, since arylboronic acids are capable of forming arylboronate esters with 1,2-cis-diols or 1,3-diols fast and reversibly, even in aqueous solution.The recent progress in the development of fluorescent arylboronic acid dyes will be emphasized in this review.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, University of Copenhagen, Thorvaldsensvej 40, DK-1871 Frederiksberg C, Copenhagen, Denmark. jonhansen@chem.ku.dk.

ABSTRACT
Continuous glucose monitoring (CGM) is crucial in order to avoid complications caused by change in blood glucose for patients suffering from diabetes mellitus. The long-term consequences of high blood glucose levels include damage to the heart, eyes, kidneys, nerves and other organs, among others, caused by malign glycation of vital protein structures. Fluorescent monitors based on arylboronic acids are promising candidates for optical CGM, since arylboronic acids are capable of forming arylboronate esters with 1,2-cis-diols or 1,3-diols fast and reversibly, even in aqueous solution. These properties enable arylboronic acid dyes to provide immediate information of glucose concentrations. Thus, the replacement of the commonly applied semi-invasive and non-invasive techniques relying on glucose binding proteins, such as concanavalin A, or enzymes, such as glucose oxidase, glucose dehydrogenase and hexokinases/glucokinases, might be possible. The recent progress in the development of fluorescent arylboronic acid dyes will be emphasized in this review.

No MeSH data available.


Related in: MedlinePlus

The aryl diboronic acid sensors, 2–6, synthesized and tested by James and co-workers [37].
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biosensors-03-00400-f002: The aryl diboronic acid sensors, 2–6, synthesized and tested by James and co-workers [37].

Mentions: The d-fructose binding strength is very similar to the binding strength of d-glucose by sensor 2. Furthermore, this sensor does not exhibit chiral discrimination. James and co-workers also developed the achiral sensors, 4, 5 and 6, which all exhibit a strong binding toward d-glucose. Binding constants are very similar, i.e., K around 1,400 M−1 to 1,500 M−1. The d-fructose binding was found to be slightly weaker, with binding constants varying between 800 M−1 and 1,000 M−1. The sensors 2–6 are shown in Figure 2.


Recent advances in fluorescent arylboronic acids for glucose sensing.

Hansen JS, Christensen JB - Biosensors (Basel) (2013)

The aryl diboronic acid sensors, 2–6, synthesized and tested by James and co-workers [37].
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4263566&req=5

biosensors-03-00400-f002: The aryl diboronic acid sensors, 2–6, synthesized and tested by James and co-workers [37].
Mentions: The d-fructose binding strength is very similar to the binding strength of d-glucose by sensor 2. Furthermore, this sensor does not exhibit chiral discrimination. James and co-workers also developed the achiral sensors, 4, 5 and 6, which all exhibit a strong binding toward d-glucose. Binding constants are very similar, i.e., K around 1,400 M−1 to 1,500 M−1. The d-fructose binding was found to be slightly weaker, with binding constants varying between 800 M−1 and 1,000 M−1. The sensors 2–6 are shown in Figure 2.

Bottom Line: The long-term consequences of high blood glucose levels include damage to the heart, eyes, kidneys, nerves and other organs, among others, caused by malign glycation of vital protein structures.Fluorescent monitors based on arylboronic acids are promising candidates for optical CGM, since arylboronic acids are capable of forming arylboronate esters with 1,2-cis-diols or 1,3-diols fast and reversibly, even in aqueous solution.The recent progress in the development of fluorescent arylboronic acid dyes will be emphasized in this review.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, University of Copenhagen, Thorvaldsensvej 40, DK-1871 Frederiksberg C, Copenhagen, Denmark. jonhansen@chem.ku.dk.

ABSTRACT
Continuous glucose monitoring (CGM) is crucial in order to avoid complications caused by change in blood glucose for patients suffering from diabetes mellitus. The long-term consequences of high blood glucose levels include damage to the heart, eyes, kidneys, nerves and other organs, among others, caused by malign glycation of vital protein structures. Fluorescent monitors based on arylboronic acids are promising candidates for optical CGM, since arylboronic acids are capable of forming arylboronate esters with 1,2-cis-diols or 1,3-diols fast and reversibly, even in aqueous solution. These properties enable arylboronic acid dyes to provide immediate information of glucose concentrations. Thus, the replacement of the commonly applied semi-invasive and non-invasive techniques relying on glucose binding proteins, such as concanavalin A, or enzymes, such as glucose oxidase, glucose dehydrogenase and hexokinases/glucokinases, might be possible. The recent progress in the development of fluorescent arylboronic acid dyes will be emphasized in this review.

No MeSH data available.


Related in: MedlinePlus