Influence of oligosaccharide presentation on the interactions of carbohydrate sequence-specific antibodies and the selectins

Leteux, Christine; Stoll, Mark S.; Childs, Robert A.; Chai, Wengang; Vorozhaikina, Marina; Feizi, Ten

doi:10.1016/s0022-1759(99)00077-0

Cited by 40 publications

(57 citation statements)

References 28 publications

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“…The reaction conditions, including preparation of the carbohydrate hydrazides in the homogeneous solutions [53][54][55][56] and direct coupling of the reducing sugars to the solid supports 33,35 have been studied. The reaction can be divided into two steps, as shown in Scheme 2, the amination step (5) and the reduction step (6).…”

Section: Discussionmentioning

confidence: 99%

“…It was reported that the cyclic adducts 5b are the predominant conformer in these two intermediates. 33 The hydrazone linkages should be stable in the anhydrous conditions 53,54 and they can also maintain considerable stability even in the aqueous environment. 33,35,56 After all, this reaction was reversible in aqueous.…”

Section: Scheme 2 Procedures For the Carbohydrate Immobilizationmentioning

confidence: 99%

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Carbohydrate Coated Polymer Particles: Preparation and Protein‐binding Studies

et al. 2011

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A facile and effective organic synthesis route was provided for preparation of the carbohydrate coated polymer small particles. First, amino-activated particles were prepared from PAN (polyacrylonitrile) by the heterogeneous cross-linking method, then the amino groups on the particle were converted into hydrazide groups by N-alkylation and hydrazine activation, meanwhile the length of linker was prolonged to the designed value. FTIR (Fourier Transform Infrared Spectroscopy) was used to study the reactions in the synthesis steps and to optimize part of the synthesis conditions. Two carbohydrates (maltose and heparin) were then directly coupled to the hydrazide-activated particles in a relative high yield, the obtained particles were used to interact with BSA (bovine serum albumin) and typical heparin-binding proteins. All of these particles had some nonspecific interactions with proteins and heparin coated particles showed additional strong binding ability with the heparin-binding proteins. Data also showed that a longer linker length not only weakened nonspecific interaction but also increased the specific binding ability. As the carbohydrate coated particles are independent, flexible and easily detectable, they should be good acceptors for the diverse bioactive studies of carbohydrates.

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Section: Discussionmentioning

confidence: 99%

Section: Scheme 2 Procedures For the Carbohydrate Immobilizationmentioning

confidence: 99%

Carbohydrate Coated Polymer Particles: Preparation and Protein‐binding Studies

et al. 2011

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Section: Box 1 Glycan Microarray Platforms (Cont)mentioning

confidence: 99%

“…Natural glycan microarrays be generated using 6-biotinyl-aminocaproyl hydrazide (BACH [ Figure 2C]), resulting in a closed-ring innermost monosaccharide structure [60,61]. Variants of this approach use biotinyl-l-3-(2-naphthyl)-alanine hydrazide (BNAH) [61] and 4-(biotinamido)phenylacetyl hydrazide [62], which -unlike BACH -contain a chromophore. Of the biotin-containing labels, BAP labeling results in an open-ring structure of the innermost mono saccharide, while BACH-and BNAH-labeled glycans have closed-ring hydrazones, which make them suitable for biomolecular interaction studies when the innermost monosaccharide forms part of the binding motif [60].…”

Section: Box 1 Glycan Microarray Platforms (Cont)mentioning

confidence: 99%

Natural glycan microarrays

Lonardi¹,

Balog²,

Deelder³

et al. 2010

Expert Review of Proteomics

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Glycan microarrays are emerging as increasingly used screening tools with a high potential for unraveling protein-carbohydrate interactions: probing hundreds or even thousands of glycans in parallel, they provide the researcher with a vast amount of data in a short time-frame, while using relatively small amounts of analytes. Natural glycan microarrays focus on the glycans' repertoire of natural sources, including both well-defined structures as well as still-unknown ones. This article compares different natural glycan microarray strategies. Glycan probes may comprise oligosaccharides from glycoproteins as well as glycolipids and polysaccharides. Oligosaccharides may be purified from scarce biological samples that are of particular relevance for the carbohydrate-binding protein to be studied. We give an overview of strategies for glycan isolation, derivatization, fractionation, immobilization and structural characterization. Detection methods such as fluorescence analysis and surface plasmon resonance are summarized. The importance of glycan density and multivalency is discussed. Furthermore, some applications of natural glycan microarrays for studying lectin and antibody binding are presented.

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“…[15] The binding of monoclonal antibodies and selectins to surfaceimmobilized sialyl-Lewis a (SLe a ) and sulfo-Le a -related oligosaccharides was monitored. [16] Unexpectedly low binding signals between sulfo variants and L-and P-selectins highlighted the importance of the use of the correct ligand on the streptavidin matrix. The length of the spacer between the biotinyl tag and the oligosaccharide is a critical factor in the binding signal, as it limits both nonspecific ligand ± ligand and ligand ± surface interactions.…”

Section: Carbohydrate Arrays As Tools For Glycomicsmentioning

confidence: 99%

Carbohydrate Arrays as Tools for Glycomics

Love

Seeberger

2002

Angew. Chem. Int. Ed.

135

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Rapid identification of carbohydrate‐binding events that leads to a better understanding of signaling processes is being achieved through the development of carbohydrate microarrays. In the example shown, array carbohydrates are first immobilized on a pretreated surface and then interrogated with fluorescently labeled carbohydrate‐binding proteins; the binding event can then be observed by fluorescence spectroscopy.

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Influence of oligosaccharide presentation on the interactions of carbohydrate sequence-specific antibodies and the selectins

Cited by 40 publications

References 28 publications

Carbohydrate Coated Polymer Particles: Preparation and Protein‐binding Studies

Carbohydrate Coated Polymer Particles: Preparation and Protein‐binding Studies

Natural glycan microarrays

Carbohydrate Arrays as Tools for Glycomics

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