{"doi":"10.1021/jacs.3c00169","title":"Chemical Tagging of Bioactive Amides by Cooperative Catalysis: Applications in the Syntheses of Drug Conjugates","abstract":"We disclose a practical catalytic method for arming bioactive amide-based natural products and other small-molecule drugs with various functional handles for the synthesis of drug conjugates. We demonstrate that a set of readily available Sc-based Lewis acids and N-based Brønsted bases can function cooperatively to deprotonate amide N-H bonds in polyfunctional drug molecules. An aza-Michael reaction between the resulting amidate and α,β-unsaturated compounds produces an array of drug analogues that are equipped with an alkyne, azide, maleimide, tetrazine, or diazirine moiety under redox and pH-neutral conditions. The utility of this chemical tagging strategy is showcased through the production of drug conjugates by the click reaction between the alkyne-tagged drug derivatives and an azide-containing green fluorescent protein, nanobody, or antibody.","journal":"Journal of the American Chemical Society","year":2023,"id":342864,"datarank":0.40620753016533157,"base_score":2.70805020110221,"endowment":2.70805020110221,"self_citation_contribution":0.40620753016533157,"citation_network_contribution":0.0,"self_endowment_contribution":0.40620753016533157,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":14,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9507,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2023-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":1079897,"name":"Yuan-Kai Wang","orcid":"0000-0002-0676-5886","position":1,"is_corresponding":false},{"id":1079898,"name":"Quan Pham","orcid":"0009-0001-9559-7772","position":2,"is_corresponding":false},{"id":1080384,"name":"Changhang Dai","orcid":null,"position":3,"is_corresponding":false},{"id":117143,"name":"Abhishek Chatterjee","orcid":"0000-0002-6231-5302","position":4,"is_corresponding":false},{"id":793992,"name":"Masayuki Wasa","orcid":"0000-0002-3309-9129","position":5,"is_corresponding":false},{"id":1079896,"name":"Cunyuan Zhao","orcid":"0000-0002-3600-7226","position":0,"is_corresponding":true}],"reference_count":192,"raw_metadata":{"citation_network_status":"fetched"},"created_at":"2026-07-19T01:11:17.288563Z","pmid":"37341172","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":[]}