{"doi":"10.1002/anie.202518973","title":"A General Strategy to Develop Intramolecular Spirocyclic Boron Dipyrromethene Fluorophores for Self‐Blinking Super‐Resolution Imaging","abstract":"Intramolecular spirocyclic fluorophores, with their controllable on-off switching, have enabled diverse stimuli-responsive probes and serve as cornerstones of self-blinking super-resolution imaging. However, their design has been largely restricted to Rhodamine frameworks, while boron dipyrromethene (BODIPY) dyes, renowned for their superior photostability, brightness, and near-infrared tunability, remain underutilized due to the inherent rigidity of the indacene core. To overcome this limitation, we developed a general molecular engineering strategy to confer BODIPY with spirocyclic functionality: Introducing 2-(hydroxymethyl)phenyl or 2-carboxyphenyl groups at the meso-position as intramolecular nucleophiles, coupled with electron-withdrawing groups at α/β-positions to modulate core electron density and enhance meso-carbon's electrophilicity. We present the first single-crystal X-ray structure of a spirocyclized BODIPY, unambiguously confirming the closed form and its blinking mechanism. By tuning this system, we established a clear pK<sub>a</sub>-structure-activity relationship, enabling precise prediction and customization of the open-closed equilibrium. The resulting spirocyclization-capable BODIPYs exhibited exceptional brightness up to ∼87,122 M<sup>-1</sup> cm<sup>-1</sup>, and enable self-blinking super-resolution imaging of mitochondria and lysosomes in living cells under low-power laser density (≥32 W cm<sup>-2</sup>) without requiring imaging-enhancing buffers. This work pioneers the extension of intramolecular spirocyclization to the BODIPY scaffold, establishing a general design strategy for a new class of high-performance, stimuli-responsive probes.","journal":"Angewandte Chemie International Edition","year":2025,"id":8839,"datarank":0.2864511578316171,"base_score":1.791759469228055,"endowment":1.791759469228055,"self_citation_contribution":0.26876392038420827,"citation_network_contribution":0.017687237447408858,"self_endowment_contribution":0.26876392038420827,"citer_contribution":0.017687237447408858,"corpus_percentile":null,"corpus_rank":null,"citation_count":5,"citer_count":3,"citers_with_citation_signal":2,"citers_with_endowment":2,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.0525,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2025-10-21","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":15724,"name":"Yiran Liu","orcid":"0000-0002-7266-5437","position":1,"is_corresponding":false},{"id":15725,"name":"Long Wang","orcid":"0000-0002-1545-5820","position":2,"is_corresponding":false},{"id":15726,"name":"Ruotong Li","orcid":"0009-0002-0093-8499","position":3,"is_corresponding":false},{"id":15727,"name":"Xing Guo","orcid":"0000-0003-2046-9773","position":4,"is_corresponding":false},{"id":15728,"name":"Luying Guo","orcid":null,"position":5,"is_corresponding":false},{"id":30887,"name":"Alexandra P. Lewis","orcid":"0000-0002-6195-4786","position":6,"is_corresponding":false},{"id":15729,"name":"Maoguo Li","orcid":"0000-0002-1338-7297","position":7,"is_corresponding":false},{"id":15730,"name":"Xinfu Zhang","orcid":"0000-0001-5544-1522","position":8,"is_corresponding":false},{"id":15731,"name":"Lijuan Jiao","orcid":"0000-0002-3895-9642","position":9,"is_corresponding":false},{"id":15732,"name":"Yi Xiao","orcid":"0000-0001-7881-3907","position":10,"is_corresponding":false},{"id":15733,"name":"Erhong Hao","orcid":"0000-0001-7234-4994","position":11,"is_corresponding":false},{"id":15723,"name":"Huiquan Zuo","orcid":null,"position":0,"is_corresponding":true}],"reference_count":90,"raw_metadata":{"citation_network_status":"fetched"},"created_at":"2026-03-01T18:20:47.508186Z","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":[]}