Breaking the Limits in Analyzing Carbohydrate Recognition by NMR Spectroscopy: Resolving Branch‐Selective Interaction of a Tetra‐Antennary N‐Glycan with Lectins

The biological recognition of complex‐type N‐glycans is part of many key physiological and pathological events. Despite their importance, the structural characterization of these events remains unsolved. The inherent flexibility of N‐glycans hampers crystallization and the chemical equivalence of in...

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Published inAngewandte Chemie International Edition Vol. 56; no. 47; pp. 14987 - 14991
Main Authors Canales, Angeles, Boos, Irene, Perkams, Lukas, Karst, Lukas, Luber, Thomas, Karagiannis, Theodoros, Domínguez, Gemma, Cañada, F. Javier, Pérez‐Castells, Javier, Häussinger, Daniel, Unverzagt, Carlo, Jiménez‐Barbero, Jesus
Format Journal Article
LanguageEnglish
Published Germany Wiley Subscription Services, Inc 20.11.2017
John Wiley and Sons Inc
EditionInternational ed. in English
Subjects
Antennae
Binding
Carbohydrates
Communication
Communications
Conformation
Crystallization
Glycan
glycans
Lectins
Magnetic resonance spectroscopy
molecular recognition
N-acetyllactosamine
N-glycans
NMR
NMR spectroscopy
Nuclear magnetic resonance
paramagnetism
Polysaccharides
Recognition
Structural analysis
molecular recognition
glycans
NMR spectroscopy
paramagnetism
lectins
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Summary:The biological recognition of complex‐type N‐glycans is part of many key physiological and pathological events. Despite their importance, the structural characterization of these events remains unsolved. The inherent flexibility of N‐glycans hampers crystallization and the chemical equivalence of individual branches precludes their NMR characterization. By using a chemoenzymatically synthesized tetra‐antennary N‐glycan conjugated to a lanthanide binding tag, the NMR signals under paramagnetic conditions discriminated all four N‐acetyl lactosamine antennae with unprecedented resolution. The NMR data revealed the conformation of the N‐glycan and permitted for the first time the direct identification of individual branches involved in the recognition by two N‐acetyllactosamine‐binding lectins, Datura stramonium seed lectin (DSL) and Ricinus Communis agglutinin (RCA120). Finally resolved: For the first time, the direct identification of all four branches of a complex tetra‐antennary N‐glycan by paramagnetic NMR spectroscopy is possible. The unprecedented resolution allowed an in‐depth characterization of the conformations and molecular recognition patterns of this complex oligosaccharide.
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201709130