{"doi":"10.1002/anie.202403133","title":"Synthetic Sialosides Terminated with 8‐<i>N</i>‐Substituted Sialic Acid as Selective Substrates for Sialidases from Bacteria and Influenza Viruses","abstract":"Sialosides containing C8-modified sialic acids are challenging synthetic targets but potentially useful probes for diagnostic substrate profiling of sialidases and elucidating the binding specificity of sialic acid-interacting proteins. Here, we demonstrate efficient chemoenzymatic methods for synthesizing para-nitrophenol-tagged α2-3- and α2-6-linked sialyl galactosides containing C8-acetamido, C8-azido, or C8-amino derivatized N-acetylneuraminic acid (Neu5Ac). High-throughput substrate specificity studies showed that the C8-modification of sialic acid significantly changes its recognition by sialidases from humans, various bacteria, and different influenza A and B viruses. Sialosides carrying Neu5Ac with a C8-azido modification were generally well tolerated by all the sialidases we tested, whereas sialosides containing C8-acetamido-modified Neu5Ac were only cleaved by selective bacterial sialidases. In contrast, sialosides with C8-amino-modified Neu5Ac were cleaved by a combination of selective bacterial and influenza A virus sialidases. These results indicate that sialosides terminated with a C8-amino or C8-acetamido-modified sialic acid can be used with other sialosides for diagnostic profiling of disease-causing sialidase-producing pathogens.","journal":"Angewandte Chemie International Edition","year":2024,"id":454475,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":7,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.951,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2024-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":725594,"name":"Yue Yuan","orcid":"0000-0003-3524-0576","position":1,"is_corresponding":false},{"id":313874,"name":"Hai Yu","orcid":"0000-0002-4378-0532","position":2,"is_corresponding":false},{"id":600692,"name":"Hyeog Kang","orcid":"0000-0001-8935-1103","position":3,"is_corresponding":false},{"id":565895,"name":"Jin Gao","orcid":"0000-0002-8019-9210","position":4,"is_corresponding":false},{"id":351314,"name":"Robert Daniels","orcid":"0000-0002-5988-2920","position":5,"is_corresponding":false},{"id":313621,"name":"Xi Chen","orcid":"0000-0002-3160-614X","position":6,"is_corresponding":false},{"id":785564,"name":"Bijoyananda Mishra","orcid":"0000-0002-6777-9341","position":0,"is_corresponding":true}],"reference_count":70,"raw_metadata":null,"created_at":"2026-07-19T02:03:12.720997Z","pmid":"38713874","pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}