Impacting Bacterial Sialidase Activity by Incorporating Bioorthogonal Chemical Reporters onto Mammalian Cell-Surface Sialosides
| Autor: | Zoeisha S. Chinoy, Emilie Montembault, Anne Royou, Frédéric Friscourt, Kelley W. Moremen |
|---|---|
| Přispěvatelé: | Institut Européen de Chimie et Biologie (IECB), Institut Européen de Chimie et de Biologie, Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de biochimie et génétique cellulaires (IBGC), Université Bordeaux Segalen - Bordeaux 2-Centre National de la Recherche Scientifique (CNRS), Department of Biochemistry and Molecular Biology, University of Georgia, Institut Européen de Chimie et de Biologie (IECB), IECB |
| Rok vydání: | 2021 |
| Předmět: |
Glycan
Glycoconjugate [SDV]Life Sciences [q-bio] Neuraminidase 010402 general chemistry Sialidase 01 natural sciences Biochemistry Article Substrate Specificity chemistry.chemical_compound Residue (chemistry) Antigens CD Cell Line Tumor Humans [CHIM]Chemical Sciences ComputingMilieux_MISCELLANEOUS chemistry.chemical_classification Bacteria biology 010405 organic chemistry Cell Membrane General Medicine Sialyltransferases 0104 chemical sciences Sialic acid Enzyme Gene Expression Regulation chemistry Sialic Acids biology.protein Click chemistry Molecular Medicine Bioorthogonal chemistry Biomarkers |
| Zdroj: | ACS Chemical Biology ACS Chemical Biology, American Chemical Society, 2021, ⟨10.1021/acschembio.1c00469⟩ ACS Chem Biol |
| ISSN: | 1554-8937 1554-8929 |
| DOI: | 10.1021/acschembio.1c00469 |
| Popis: | Bioorthogonal chemical reporters, in synergy with click chemistry, have emerged as a key technology for tagging complex glycans in living cells. This strategy relies on the fact that bioorthogonal chemical reporters are highly reactive species while being biologically noninvasive. Here, we report that chemical reporters and especially sydnones may have, on the contrary, enormous impact on biomolecule processing enzymes. More specifically, we show that editing cell-surface sialic acid-containing glycans (sialosides) with bioorthogonal chemical reporters can significantly affect the activity of bacterial sialidases, enzymes expressed by bacteria during pathogenesis for cleaving sialic acid sugars from mammalian cell-surface glycans. Upon screening various chemical reporters, as well as their position on the sialic acid residue, we identified that pathogenic bacterial sialidases were unable to cleave sialosides displaying a sydnone at the 5-position of sialic acids in vitro as well as in living cells. This study highlights the importance of investigating more systematically the metabolic fate of glycoconjugates modified with bioorthogonal reporters. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|