2-Aminopyridine—a label for bridging of oligosaccharides HPLC profiling and glycoarray printing

Шилова, Н. В.; Galanina, Oxana; Rubina, A. Yu.; Butvilovskaya, V. I.; Huflejt, Margaret E.; Chambers, James P.; Roucoux, Alain; Bovin, Nicolai V.

doi:10.1007/s10719-007-9050-3

Cited by 9 publications

(8 citation statements)

References 15 publications

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“…In the past decade, several glycan microarrays have been developed to investigate the binding between CBPs and glycans [1][2][3][4][5][6][7][8][9]. These arrays make use of printed glycan slides in combination with fluorescence detection, and differ mainly in the way the glycans are immobilized, as reviewed by Culf et al [10].…”

Section: Introductionmentioning

confidence: 99%

Serum antibody screening by surface plasmon resonance using a natural glycan microarray

et al. 2008

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A surface plasmon resonance (SPR) based natural glycan microarray was developed for screening of interactions between glycans and carbohydrate-binding proteins (CBPs). The microarray contained 144 glycan samples and allowed the real-time and simultaneous screening for recognition by CBPs without the need of fluorescent labeling. Glycans were released from their natural source and coupled by reductive amination with the fluorescent labels 2-aminobenzamide (2AB) or anthranilic acid (AA) followed by high-performance liquid chromatography (HPLC) fractionation making use of the fluorescent tag. The released and labeled glycans, in addition to fluorescently labeled synthetic glycans and (neo)glycoproteins, were printed on an epoxide-activated chip at fmol amounts. This resulted in covalent immobilization, with the epoxide groups forming covalent bonds to the secondary amine groups present on the fluorescent glycoconjugates. The generated SPR glycan array presented a subset of the glycan repertoire of the human parasite Schistosoma mansoni. In order to demonstrate the usefulness of the array in the simultaneous detection of glycan-specific serum antibodies, the anti-glycan antibody profiles from sera of S. mansoni-infected individuals as well as from non-endemic uninfected controls were recorded. The SPR screening was sensitive for differences between infection sera and control sera, and revealed antibody titers and antibody classes (IgG or IgM). All SPR analyses were performed with a single SPR array chip, which required regeneration and blocking of the chip before the application of a serum sample. Our results indicate that SPR-based arrays constructed from glycans of natural or synthetic origin, pure or as mixture, can be used for determining serum antibody profiles as possible markers for the infection status of an individual.

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Section: Introductionmentioning

confidence: 99%

Serum antibody screening by surface plasmon resonance using a natural glycan microarray

et al. 2008

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“…1). Previously, a series of fluorophores for enhancing UV detection such as 2-aminopyridine [20], p-aminobenzoic acid [21], 4-aminobenzonitrile [22], 8-aminonaphthalene-1,3,6-trisulfonic acid (ANTS) [23], and 3-(4-carboxybenzoyl)quinoline-2-carboxaldehyde (CBQCA) [24] were linked to oligosaccharides by reductive amination with a reaction yield varying from good to excellent. Here, we have modified the procedure of Williams et al [25] usually used for short or branched oligosaccharides to correspond to long-chain polymeric carbohydrates.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and structural characterization of amino-functionalized polysaccharides

et al. 2009

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A variety of carbohydrates, in particular polysaccharides can be subjected to chemical modification to obtain derivatives with amphiphilic properties, which enable biochemical or biological reactions at the polymer surface. In the present work, a polydisperse maltodextrin mixture of average molecular weight 3000 was coupled with 1,6-hexamethylenediamine (HMD) via reductive amination reaction. Resulting products were characterized by thermal analysis and positive nanoelectrospray quadrupole time-of-flight (Q-TOF) mass spectrometry (MS) and tandem mass spectrometry (MS/MS). Both thermal analysis and MS screening confirmed the formation of the HMD-polysaccharide coupling products. Moreover, HMD-linked polysaccharide chains containing 2 to 26 glucose building blocks were identified by nanoESI Q-TOF MS. MS/MS fragmentation using collision-induced dissociation (CID) at low ion acceleration energies provided strong evidence for HMD-maltodextrin linkage formation and the set of sequence ions diagnostic for the composition and structure of a HMD-linked chain containing 18 glucose residues.© Versita Warsaw and Springer-Verlag Berlin Heidelberg.

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“…In a recent work, Shilova et al [58] proposed an integrated approach to labeling, separation, characterization, and immobilization of oligosaccharides (OS). The protocol begins with modification of a mixture of OS by a fluorescent bifunctional reagent.…”

Section: Binding Of Proteins With Glycan Biochipsmentioning

confidence: 99%

Why 3‐D? Gel‐based microarrays in proteomics

Rubina

Kolchinsky²,

Makarov

et al. 2008

Proteomics

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Gel-based microarrays (biochips) consisting of nanoliter and sub-nanoliter gel drops on hydrophobic substrate are a versatile technology platform for immobilization of proteins and other biopolymers. Biochips provide a highly hydrophilic environment, which stabilizes immobilized molecules and facilitates their interactions with analytes. The probes are immobilized simultaneously with gel polymerization, evenly distributed throughout individual elements, and are easily accessible because of large pores. Each element is an isolated nanotube. Applications of biochips in the studies of protein interactions with other proteins, nucleic acids, and glycans are described. In particular, biochips are compatible with MALDI-MS. Biochip-based assay of prostate-specific antigen became the first protein microarray approved for clinical use by a national regulatory agency. In this review, 3-D immobilization is compared with mainstream technologies based on surface immobilization.

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2-Aminopyridine—a label for bridging of oligosaccharides HPLC profiling and glycoarray printing

Cited by 9 publications

References 15 publications

Serum antibody screening by surface plasmon resonance using a natural glycan microarray

Serum antibody screening by surface plasmon resonance using a natural glycan microarray

Synthesis and structural characterization of amino-functionalized polysaccharides

Why 3‐D? Gel‐based microarrays in proteomics

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