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Fluorinated Man9 as a High Mannose Mimetic to Unravel Its Recognition by DC-SIGN Using NMR.


ABSTRACT: Lectins are capable of reading out the structural information contained in carbohydrates through specific recognition processes. Determining the binding epitope of the sugar is fundamental to understanding this recognition event. Nuclear magnetic resonance (NMR) is a powerful tool to obtain this structural information in solution; however, when the sugar involved is a complex oligosaccharide, such as high mannose, the signal overlap found in the NMR spectra precludes an accurate analysis of the interaction. The introduction of tags into these complex oligosaccharides could overcome these problems and facilitate NMR studies. Here, we show the preparation of the Man9 of high mannose with some fluorine tags and the study of the interaction with its receptor, dendritic cell-specific intercellular adhesion molecule-3-grabbing nonintegrin (DC-SIGN). This fluorinated ligand has allowed us to apply heteronuclear two-dimensional (2D) 1H,19F STD-TOCSYreF NMR experiments, using the initial slope approach, which has facilitated the analysis of the Man9/DC-SIGN interaction, unequivocally providing the binding epitope.

SUBMITTER: Silva-Diaz A 

PROVIDER: S-EPMC10852354 | biostudies-literature | 2023 Dec

REPOSITORIES: biostudies-literature

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Fluorinated Man<sub>9</sub> as a High Mannose Mimetic to Unravel Its Recognition by DC-SIGN Using NMR.

Silva-Díaz Adrián A   Ramírez-Cárdenas Jonathan J   Muñoz-García Juan C JC   de la Fuente M Carmen MC   Thépaut Michel M   Fieschi Franck F   Ramos-Soriano Javier J   Angulo Jesús J   Rojo Javier J  

Journal of the American Chemical Society 20231118 48


Lectins are capable of reading out the structural information contained in carbohydrates through specific recognition processes. Determining the binding epitope of the sugar is fundamental to understanding this recognition event. Nuclear magnetic resonance (NMR) is a powerful tool to obtain this structural information in solution; however, when the sugar involved is a complex oligosaccharide, such as high mannose, the signal overlap found in the NMR spectra precludes an accurate analysis of the  ...[more]

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