Fabrication of carbohydrate microarrays through boronate formation

Hsiao, Hsin-Huang Michael; Chen, Mu-Lin; Wu, Huan‐Ting; Huang, Li-De; Chien, Wei-Ting Kary; Yu, Ching‐Ching; Jan, Fan-Dan; Sahabuddin, Sk.; Chang, Tsung‐Che; Lin, Chun‐Cheng

doi:10.1039/c0cc03816d

Cited by 24 publications

(12 citation statements)

References 24 publications

(24 reference statements)

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“…[7][8][9] Lai et al have recently reported glyco-nanoparticles designed by fixing galactosyl ligands on metal nanoparticles and the unique affinity for asialoglycoprotein receptors in response to linker lengths and branch structures, plausibly affecting the surface density of the fixed galactose. 10 Other efforts also have been devoted to controlling the sugar density by organic synthesis routes; 11,12 however there have been few reports that the actual density of fixed carbohydrates is precisely determined by analytical characterization. Thus, a novel strategy and technique have been awaited for fabricating glyco-decorated biointerfaces with regulated surface sugar density, which is allowed to be defined in detail by instrumental analyses.…”

Section: Introductionmentioning

confidence: 99%

Tailoring hybrid glyco-nanolayers composed of chitohexaose and cellohexaose for cell culture applications

Yoshiike

Kitaoka

2011

J. Mater. Chem.

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Section: Introductionmentioning

confidence: 99%

Tailoring hybrid glyco-nanolayers composed of chitohexaose and cellohexaose for cell culture applications

Yoshiike

Kitaoka

2011

J. Mater. Chem.

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“…6d). 70 In this process, unmodified glycans are attached to the boronic acid-functionalized surface through complexation of the boronic acid with 1,2-or 1,3-diols of carbohydrates. Although the above approach has the advantage of easy construction of glycan microarrays, its major drawback is the sitenonspecific attachment of glycans to the surface.…”

Section: Immobilization Methodsmentioning

confidence: 99%

Carbohydrate microarrays

Park,

Gildersleeve,

Blixt

et al. 2013

Chem. Soc. Rev.

236

204

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In the last decade, carbohydrate microarrays have been core technologies for analyzing carbohydrate-mediated recognition events in a high-throughput fashion. A number of methods have been exploited for immobilizing glycans on the solid surface in a microarray format. This microarray-based technology has been widely employed for rapid analysis of the glycan binding properties of lectins and antibodies, the quantitative measurements of glycan-protein interactions, detection of cells and pathogens, identification of disease-related anti-glycan antibodies for diagnosis, and fast assessment of substrate specificities of glycosyltransferases. This review covers the construction of carbohydrate microarrays, detection methods of carbohydrate microarrays and their applications in biological and biomedical research.

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“…Boronic acids (BAs) can form covalent bonds with 1–2 and 1–3 cis ‐diol groups to generate stable cyclic esters (Fig. A) . Boronate esters are selectively formed at high pH values, and the reaction is reversible under acidic conditions.…”

Section: Methods Based On Boronate Affinitymentioning

confidence: 99%

Stationary phases for the enrichment of glycoproteins and glycopeptides

et al. 2014

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The analysis of protein glycosylation is important for biomedical and biopharmaceutical research. Recent advances in LC-MS analysis have enabled the identification of glycosylation sites, the characterisation of glycan structures and the identification and quantification of glycoproteins and glycopeptides. However, this type of analysis remains challenging due to the low abundance of glycopeptides in complex protein digests, the microheterogeneity at glycosylation sites, ion suppression effects and the competition for ionisation by co-eluting peptides. Specific sample preparation is necessary for comprehensive and site-specific glycosylation analyses using MS. Therefore, researchers continue to pursue new columns to broaden their applications. The current manuscript covers recent literature published from 2008 to 2013. The stationary phases containing various chemical bonding methods or ligands immobilisation strategies on solid supports that selectively enrich N-linked or sialylated N-glycopeptides are categorised with either physical or chemical modes of binding. These categories include lectin affinity, hydrophilic interactions, boronate affinity, titanium dioxide affinity, hydrazide chemistry and other separation techniques. This review should aid in better understanding the syntheses and physicochemical properties of each type of stationary phases for enriching glycoproteins and glycopeptides.

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Fabrication of carbohydrate microarrays through boronate formation

Abstract: A straightforward method for fabricating a stable and covalent carbohydrate microarray based on boronate formation between the hydroxyl groups of carbohydrate and boronic acid (BA) on the glass surface was used to identify carbohydrate-protein interactions.

Cited by 24 publications

References 24 publications

Tailoring hybrid glyco-nanolayers composed of chitohexaose and cellohexaose for cell culture applications

Tailoring hybrid glyco-nanolayers composed of chitohexaose and cellohexaose for cell culture applications

Carbohydrate microarrays

Stationary phases for the enrichment of glycoproteins and glycopeptides

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