ArticleBiochemistry2008
The conformational properties of methyl alpha-(2,8)-di/trisialosides and their N-acyl analogues: implications for anti-Neisseria meningitidis B vaccine design.
Article in Biochemistry, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed.
- Chemoenzymatic Synthesis of Well-Defined α(2,8)- and α(2,9)-Linked Oligosialosides.Angewandte Chemie (International ed. in English) · 2026Article
- Polysialic Acid Modulation of Glutamate Receptors and Synaptic Mechanisms Underlying Neuronal Plasticity.NeuroSci · 2026Review
- The Incorporation of Labile Protons into Multidimensional NMR Analyses: Glycan Structures Revisited.Journal of the American Chemical Society · 2021Article
- Three-Dimensional Structures of Carbohydrates and Where to Find Them.International journal of molecular sciences · 2020Review
- Molecular Conformations of Di-, Tri-, and Tetra-International journal of molecular sciences · 2019Article
- Predicting the Structures of Glycans, Glycoproteins, and Their Complexes.Chemical reviews · 2018Review
- The β-reducing end in α(2-8)-polysialic acid constitutes a unique structural motif.Glycobiology · 2017Article
- The role of apolipoprotein N-acyl transferase, Lnt, in the lipidation of factor H binding protein of Neisseria meningitidis strain MC58 and its potential as a drug target.British journal of pharmacology · 2017Article
- An Unusual Carbohydrate Conformation is Evident in Moraxella catarrhalis Oligosaccharides.Molecules (Basel, Switzerland) · 2015Article
- Conformational sampling of oligosaccharides using Hamiltonian replica exchange with two-dimensional dihedral biasing potentials and the weighted histogram analysis method (WHAM).Journal of chemical theory and computation · 2015Article
- Article
- Importance of ligand conformational energies in carbohydrate docking: Sorting the wheat from the chaff.Journal of computational chemistry · 2014Article
- Three-dimensional structural aspects of protein-polysaccharide interactions.International journal of molecular sciences · 2014Review
- Crystal structure of anti-polysialic acid antibody single chain Fv fragment complexed with octasialic acid: insight into the binding preference for polysialic acid.The Journal of biological chemistry · 2013Article
- Conformational flexibility of N-glycans in solution studied by REMD simulations.Biophysical reviews · 2012Review
- Metabolism of vertebrate amino sugars with N-glycolyl groups: resistance of α2-8-linked N-glycolylneuraminic acid to enzymatic cleavage.The Journal of biological chemistry · 2012Article
- Evidence for helical structure in a tetramer of α2-8 sialic acid: unveiling a structural antigen.Journal of the American Chemical Society · 2012Article
- The effect of iron availability on transcription of the Neisseria meningitidis fHbp gene varies among clonal complexes.Microbiology (Reading, England) · 2012Article
- Computational glycoscience: characterizing the spatial and temporal properties of glycans and glycan-protein complexes.Current opinion in structural biology · 2010Review
- Bioinformatics and molecular modeling in glycobiology.Cellular and molecular life sciences : CMLS · 2010Review
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
The conformational properties of di- and trisaccharide fragments of the polysialic acid O-antigen capsular polysaccharide (CPS) of Neisseria meningitidis B (NmB) have been investigated by a combination of solution phase NMR spectroscopy and explicit-solvent molecular dynamics (MD) simulations. Simulations employing 100 ns of conventional MD, as well as 160 ns of replica exchange MD (REMD), with the GLYCAM06 force field were shown to be in agreement with experimental NMR scalar J-coupling and NOE values. The presence of conformational families has been determined by monitoring interglycosidic torsion angles, by comparing structural superimpositions, as well as via a Bayesian statistical analysis of the torsional data. Attempts to augment the immunogenicity of NmB CPS often involve chemical modifications of the N-acetyl moiety. Here the effects of these chemical group modifications on the conformational properties of the trisialoside have been probed via REMD simulations of the N-glycolyl, N-propionyl, N-propyl and N-butanoyl analogues. Although there were conformational families unique to each non-native analogue, the chemical modifications resulted in largely equivalent overall conformational phase-spaces compared to the native trisialoside. On the basis of the conformational distributions, these shared conformational properties suggest that a recurrent global conformational epitope may be present in both the native and chemically modified CPS fragments. Explanations are therefore provided for monoclonal antibody cross-reactivity, in terms of recognition of a shared global CPS conformation, as well as for lack of cross-reactivity, in terms of fine structural differences associated with the N-acyl groups, which may be dominant in highly matured antibody responses.
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