Application of surface plasmon resonance for the detection of carbohydrates, glycoconjugates, and measurement of the carbohydrate-specific interactions: A comparison with conventional analytical techniques. A critical review

Safina, Gulnara

doi:10.1016/j.aca.2011.11.016

Cited by 90 publications

(66 citation statements)

References 167 publications

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“…Interactions of RPAPGSTAPPAHG, RPAPGS(Ac 3 GalNAc)TAPPAHG, and RPAPGS(GalNAc)TAPPAHG with immobilized antibody 14A and 16A were determined by surface plasmon resonance on a Biacore T100 (GE Healthcare) instrument (18). Antibody 14A and 16A were immobilized on a CM5 chip until reaching 5000 response units.…”

Section: Methodsmentioning

confidence: 99%

MUC1 glycopeptide epitopes predicted by computational glycomics

Song

DeLyria

Chen

et al. 2012

International Journal of Oncology

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Bioinformatic tools and databases for glycobiology and glycomics research are playing increasingly important roles in functional studies. However, to verify hypotheses generated by computational glycomics with empirical functional assays is only an emerging field. In this study, we predicted glycan epitopes expressed by a cancer-derived mucin, MUC1, by computational glycomics. MUC1 is expressed by tumor cells with a deficiency in glycosylation. Although numerous diagnostic reagents and cancer vaccines have been designed based on abnormally glycosylated MUC1 sequences, the glycan and peptide sequences responsible for immune responses in vivo are poorly understood. The immunogenicity of synthetic MUC1 glycopeptides bearing Tn or sialyl-Tn antigens have been studied in mouse models, while authentic glyco-epitopes expressed by tumor cells remain unclear. To examine the immunogenicity of authentic cancer derived MUC1 glyco-epitopes, we expressed membrane bound forms of MUC1 tandem repeats in Jurkat, a mutant cancer cell line deficient of mucin-type core-1 β1–3 galactosyltransferase activity, and immunized mice with cancer cells expressing authentic MUC1 glyco-epitopes. Antibody responses to individual glyco-epitopes were determined by chemically synthesized candidate MUC1 glycopeptides predicted through computational glycomics. Monoclonal antibodies can be generated toward chemically synthesized glycopeptide sequences. With RPAPGS(Tn)TAPPAHG as an example, a monoclonal antibody 16A, showed 25-fold higher binding to glycosylated peptide (EC50=9.278±1.059 ng/ml) compared to its non-glycosylated form (EC50=247.3±16.29 ng/ml) as measured by ELISA experiments with plate-bound peptides. A library of monoclonal antibodies toward authentic MUC1 glycopeptide epitopes may be a valuable tool for studying glycan and peptide sequences in cancer, as well as reagents for diagnosis and therapy.

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Section: Methodsmentioning

confidence: 99%

MUC1 glycopeptide epitopes predicted by computational glycomics

Song

DeLyria

Chen

et al. 2012

International Journal of Oncology

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“…For the evaluation of the synthesized carbohydrate mimetics as potential selectin inhibitors, surface plasmon resonance (SPR) spectroscopy [37] was applied. Following the same competitive binding assay previously established for the test of such compounds [38–39], only a few of the presented unsulfated or sulfated compounds could be screened as potential inhibitors.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of multivalent carbohydrate mimetics with aminopolyol end groups and their evaluation as L-selectin inhibitors

Salta¹,

Dernedde²,

Reißig³

2015

Beilstein J. Org. Chem.

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SummaryIn this article a series of divalent and trivalent carbohydrate mimetics on the basis of an enantiopure aminopyran and of serinol is described. These aminopolyols are connected by amide bonds to carboxylic acid derived spacer units either by Schotten–Baumann acylation or by coupling employing HATU as reagent. The O-sulfation employing the SO3·DMF complex was optimized. It was crucial to follow this process by 700 MHz 1H NMR spectroscopy to ensure full conversion and to use a refined neutralization and purification protocol. Many of the compounds could not be tested as L-selectin inhibitor by SPR due to their insolubility in water, nevertheless, a divalent and a trivalent amide showed surprisingly good activities with IC50 values in the low micromolar range.

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“…Applications to several structural types 97 (Pilolli et al, 2012) Short general review on characterization of mainly acidic glycans GAGs N-links, glycan arrays 224 ) Application of surface plasmon resonance for the detection of carbohydrates and glycoconjugates Section on MALDI and in combination with SPR 201 (Safina, 2012) TLC/HPTLC with mass spectrometric detection A review of the progress in the last 5 years 98 Thin-layer chromatography and mass spectrometry for the separation and detection of large and small biomolecules Several compound typescarbohydrates peptides etc. 228 (Tuzimski, 2011) -on-aReview of reactions performed on MALDI plates.…”

Section: Theorymentioning

confidence: 99%

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2011–2012

Harvey

2015

Mass Spectrometry Reviews

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This review is the seventh update of the original article published in 1999 on the application of MALDI mass spectrometry to the analysis of carbohydrates and glycoconjugates and brings coverage of the literature to the end of 2012. General aspects such as theory of the MALDI process, matrices, derivatization, MALDI imaging, and fragmentation are covered in the first part of the review and applications to various structural types constitute the remainder. The main groups of compound are oligo- and poly-saccharides, glycoproteins, glycolipids, glycosides, and biopharmaceuticals. Much of this material is presented in tabular form. Also discussed are medical and industrial applications of the technique, studies of enzyme reactions, and applications to chemical synthesis. © 2015 Wiley Periodicals, Inc. Mass Spec Rev 36:255-422, 2017.

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Application of surface plasmon resonance for the detection of carbohydrates, glycoconjugates, and measurement of the carbohydrate-specific interactions: A comparison with conventional analytical techniques. A critical review

Cited by 90 publications

References 167 publications

MUC1 glycopeptide epitopes predicted by computational glycomics

MUC1 glycopeptide epitopes predicted by computational glycomics

Synthesis of multivalent carbohydrate mimetics with aminopolyol end groups and their evaluation as L-selectin inhibitors

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2011–2012

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