{"doi":"10.3987/com-20-s(k)1","title":"Synthesis of Probe Molecules, 6-(Dimethylamino)-2-phenylisoindolin-1-ones, for Mechanistic Studies of Firefly Luciferase Inhibition","abstract":"Firefly luciferase is used in high-throughput screening based on the detection of chemiluminescence. It catalyzes an esterification reaction of luciferin with adenosine 5'-triphosphate (ATP) followed by decarbonylation with oxygen and concomitance of light. Previously, we reported that firefly luciferase also possesses acyl-CoA synthetase activity and catalyzes an aromatic carboxylic acid group of F-53, using ATP, Mg 2+ and coenzyme A (CoA), to produce F-53 covalently attached to active-site lysine-529 residue of firefly luciferase through the formation of an amide group. The amidation of lysine-529 resulted in a deactivation of luciferase. In order to probe firefly luciferase inhibition's mechanism, we synthesized two probe molecules 1 and 2, mimicking F-53.","journal":"Heterocycles","year":2021,"id":224420,"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":0,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.958,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2021-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":826446,"name":"Medha J. Gunaratna","orcid":"0000-0002-4465-5469","position":1,"is_corresponding":false},{"id":826447,"name":"Bo Hao","orcid":"0000-0002-7160-3680","position":2,"is_corresponding":false},{"id":826448,"name":"Man Zhang","orcid":"0009-0007-4481-0514","position":3,"is_corresponding":false},{"id":826449,"name":"Madoka Nakagomi","orcid":"0000-0002-4604-2869","position":4,"is_corresponding":false},{"id":826450,"name":"Ai Ito","orcid":"0000-0003-0797-1478","position":5,"is_corresponding":false},{"id":826451,"name":"Takeo Iwamoto","orcid":"0000-0002-5153-9570","position":6,"is_corresponding":false},{"id":826445,"name":"Duy H. Hua","orcid":"0000-0001-7179-0108","position":0,"is_corresponding":true}],"reference_count":14,"raw_metadata":null,"created_at":"2026-07-18T23:54:18.470602Z","pmid":"34566248","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":[]}