New avenues to characterize the conformation and recognition features of multi-antennary and extended N-glycans by using NMR

S7.4 Tools to study sialic acid type glycans
Location (hall): 
Start/end time: 
Wednesday, July 3, 2019 - 12:15 to 12:30

Angeles Canales1, Beatriz Fernández de Toro2, Wenjie Peng6, Andrew Thompson4, Theodoros  Karagiannis5, Javier Cañada2, Carlo Unverzagt5, James Paulson4, Jesús Jiménez-Barbero3

1Complutense University of Madrid, Madrid, Spain, 2Centro de Investigaciones Biológicas, CSIC, Madrid, Spain, 3CIC bioGune, Bilbao, Spain, 4The Scripps Research Institute , La Jolla, EEUU, 5Lehrstuhl fur Bioorganische Chemie, Universitat Bayreuth, Bayreuth, Germany, 6Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University , Shangai, China

Complex glycosylation patterns containing multiantennary N-glycans are typically found in mature glycoproteins. However, the structural characterization of these glycans is rather challenging. Usually, standard NMR and X-ray diffraction techniques fail to provide specific answers on the structure and molecular recognition features due to intrinsic attributes of the glycan. As a promising approach, carbohydrates conjugated to lanthanide binding tags have revealed high potential toward this aim. This methodology has first been applied to the study of small oligosaccharides (di-, tri- and tetrasaccharides). [1-3] Proceeding from this experimental basis, we have extended this concept to the level of high degree branching and long chain N-glycans. The unprecedented resolution obtained in the spectra has allowed us to perform conformational and interaction analysis of complex carbohydrates such as: tetraantennary N-glycans and a sialylated tetradecasaccharide N-glycan presenting two LacNAc repetitions at each arm. [4-5] The latter is especially relevant since it has been identified as the receptor of the hemagglutinin protein of pathogenic influenza viruses. [5]

Sialylated tetradecasaccharide N-glycan derivative

  1. S. Yamamoto et al. Chemistry Eur. J. 2011, 17, 9368-76.
  2. Y. Zhang et al. Molecules, 2012, 17, 6658-71.
  3. A. Canales et al. J. Am. Chem. Soc. 2014, 136, 8011-7.
  4. A. Canales et al. Angew. Chem. Int. Ed. Engl. 2017, 56(47), 14987-14991.
  5. B. Fernández de Toro et al. Angew. Chem. Int. Ed. Engl. 2018, 57(46), 15051-15055.