ArticleJournal of the American Chemical Society2006
Stereochemical and regiochemical trends in the selective detection of saccharides.
Article in Journal of the American Chemical Society, 2006. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
18 citing papers in PubMed.
- Recent development of boronic acid-based fluorescent sensors.RSC advances · 2018Review
- Boronic acids as tools to study (plant) developmental processes?Plant signaling & behavior · 2017Article
- End-to-end conformational communication through a synthetic purinergic receptor by ligand-induced helicity switching.Nature chemistry · 2013Article
- Progress toward red and near-infrared (NIR) emitting saccharide sensors.Pure and applied chemistry. Chimie pure et appliquee · 2012Article
- Method for analysis of different oligosacchiride structures.Journal of fluorescence · 2012Article
- Synthesis and evaluation of aryl boronic acids as fluorescent artificial receptors for biological carbohydrates.Bioorganic chemistry · 2012Article
- Progress Towards Simple and Direct Detection of Adenylosuccinate Lyase Deficiency in Human Urine.Australian journal of chemistry · 2011Article
- Detecting specific saccharides via a single indicator.Chemical communications (Cambridge, England) · 2011Article
- A new class of fluorescent boronic acids that have extraordinarily high affinities for diols in aqueous solution at physiological pH.Chemistry (Weinheim an der Bergstrasse, Germany) · 2010Article
- Differential sensing of sugars by colorimetric arrays.Current opinion in chemical biology · 2010Review
- Selective fluorescence detection of cysteine and N-terminal cysteine peptide residues.Chemical communications (Cambridge, England) · 2010Article
- Carbohydrate recognition by boronolectins, small molecules, and lectins.Medicinal research reviews · 2010Review
- Synthesis and carbohydrate binding studies of fluorescent alpha-amidoboronic acids and the corresponding bisboronic acids.Bioorganic & medicinal chemistry · 2010Article
- Supramolecular interactions in chemomechanical polymers.Accounts of chemical research · 2009Review
- Identification of the first fluorescent alpha-amidoboronic acids that change fluorescent properties upon sugar binding.Bioorganic & medicinal chemistry letters · 2009Article
- A colorimetric sensor array for detection and identification of sugars.Organic letters · 2008Article
- Effect of extended conjugation with a phenylethynyl group on the fluorescent properties of water-soluble arylboronic acids.Tetrahedron · 2007Article
- A unique quinolineboronic acid-based supramolecular structure that relies on double intermolecular B-N bonds for self-assembly in solid state and in solution.Tetrahedron · 2007Article
Corrections and comments
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Authors and funding
9 authors.
Funding
Abstract
Several discreet sugar-boronate complexes exist in solution. This is due to the complex equilibria between isomeric species of even the simplest monosaccharides. In the current investigation, we determine the regio- and stereochemical features of the various equilibrating sugar isomers that induce signal transduction in boronic acid chemosensors such as 1 as well as 2 and 3. We present a unique example of a chemosensor (1) that is selective for ribose, adenosine, nucleotides, nucleosides, and congeners. As a result of this study, we are able to predict and achieve selective fluorescence and colorimetric responses to specific disaccharides as a consequence of their terminal sugar residue linkage patterns and configurations. We also find that the combined use of chemosensors exhibiting complementary reactivities may be used cooperatively to obtain enhanced selectivity for ribose and rare saccharides.
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Registered trials
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