{"doi":"10.1002/asia.201900859","title":"Tag‐Convertible Photocrosslinker with Click‐On/Off <i>N</i>‐Acylsulfonamide Linkage for Protein Identification","abstract":"<jats:title>Abstract</jats:title><jats:p>The <jats:italic>N</jats:italic>‐acylsulfonamide group, known as a safety‐catch linker, has been applied to photoaffinity labeling (PAL) using a cinnamate‐type photocrosslinker to improve the efficiency of PAL‐based target identification. A bioorthogonal sulfo‐click reaction was used to stably link a photocrosslinker unit with <jats:italic>N</jats:italic>‐acylsulfonamide linkage to produce a photoactivatable probe without any protection. In addition, the crosslinked protein was selectively isolated with a small cinnamate tag via linkage disruption upon <jats:italic>N</jats:italic>‐alkylation. Furthermore, the tag moiety was photochemically converted to a stable coumarin derivative by losing a water molecule, which is a useful property in MS‐based identification.</jats:p>","journal":"Chemistry – An Asian Journal","year":2019,"id":661754,"datarank":0.26876392038420827,"base_score":1.791759469228055,"endowment":1.791759469228055,"self_citation_contribution":0.26876392038420827,"citation_network_contribution":0.0,"self_endowment_contribution":0.26876392038420827,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":5,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":1727618,"name":"Shota Morimoto","orcid":null,"position":1,"is_corresponding":false},{"id":1727619,"name":"Takenori Tomohiro","orcid":"0000-0002-3935-3079","position":2,"is_corresponding":false},{"id":1727616,"name":"Ryuji Hayashi","orcid":null,"position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"resolved":true,"title":"Tag‐Convertible Photocrosslinker with Click‐On/Off <i>N</i>‐Acylsulfonamide Linkage for Protein Identification","abstract":"<jats:title>Abstract</jats:title><jats:p>The <jats:italic>N</jats:italic>‐acylsulfonamide group, known as a safety‐catch linker, has been applied to photoaffinity labeling (PAL) using a cinnamate‐type photocrosslinker to improve the efficiency of PAL‐based target identification. A bioorthogonal sulfo‐click reaction was used to stably link a photocrosslinker unit with <jats:italic>N</jats:italic>‐acylsulfonamide linkage to produce a photoactivatable probe without any protection. In addition, the crosslinked protein was selectively isolated with a small cinnamate tag via linkage disruption upon <jats:italic>N</jats:italic>‐alkylation. Furthermore, the tag moiety was photochemically converted to a stable coumarin derivative by losing a water molecule, which is a useful property in MS‐based identification.</jats:p>","is_dataset_classified":null,"base_score":1.6094379124341003,"endowment":1.6094379124341003,"datacite_reuse_total":0,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"31359597","pmcid":null,"openalex_id":"https://openalex.org/W2965802461","authors":[],"funders":[{"funder_name":"Japan Society for the Promotion of Science","grant_id":"15H03119, 16H01357","title":null},{"funder_name":"the Tamura Science and Technology Foundation","grant_id":"","title":null},{"funder_name":"the Tamura Science and Technology Foundation","grant_id":"","title":null}],"total_grants":3,"fwci":0.3016,"citation_percentile":0.48352867,"influential_citations":0,"citation_trend":[{"year":2020,"count":2},{"year":2021,"count":1},{"year":2024,"count":1}],"oa_status":"closed","license":"http://onlinelibrary.wiley.com/termsAndConditions#vor","oa_locations":[{"url":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fasia.201900859","host_type":"publisher"},{"url":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/asia.201900859","host_type":"publisher"},{"url":"https://onlinelibrary.wiley.com/doi/full-xml/10.1002/asia.201900859","host_type":"publisher"},{"url":"https://aces.onlinelibrary.wiley.com/doi/pdf/10.1002/asia.201900859","host_type":"publisher"},{"url":"https://doi.org/10.1002/asia.201900859","host_type":"journal"},{"url":"https://pubmed.ncbi.nlm.nih.gov/31359597","host_type":"repository"}],"fields_of_study":["Click Chemistry and Applications","Chemical Synthesis and Analysis","Advanced biosensing and bioanalysis techniques","Cinnamates","Cross-Linking Reagents","Molecular Structure","Photoaffinity Labels","Photochemical Processes","Proteins","Sulfonamides"],"mesh_terms":["Cinnamates","Cross-Linking Reagents","Proteins","Sulfonamides","Molecular Structure","Photoaffinity Labels","Photochemical Processes"],"keywords":["Moiety","Linker","Bioorthogonal chemistry","Chemistry","Click chemistry","Derivative (finance)","Combinatorial chemistry","Coumarin","Photoaffinity labeling","Identification (biology)","Linkage (software)","Stereochemistry","Biochemistry","Binding site","Biology","Organic chemistry","Computer science","Fluorescence","Cleavage","Sulfo-click Reaction"],"sdg_mappings":[{"sdg_number":0,"sdg_label":"Clean water and sanitation"}],"linked_datasets":[],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-08-12T11:34:37.507543Z","pmid":null,"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":[]}