ArticleACS central science2024
Spirostrain-Accelerated Chemiexcitation of Dioxetanes Yields Unprecedented Detection Sensitivity in Chemiluminescence Bioassays.
Article in ACS central science, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
What it found
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Who cites it
20 citing papers in PubMed.
- Recent advances in chemiluminescence probes for Tumor microenvironment with applications in cancer diagnosis and therapy.Pharmaceutical science advances · 2026Review
- Sequential HAngewandte Chemie (International ed. in English) · 2026Article
- Electronegatively substituted adamantyl units accelerate chemiexcitation of 1,2-dioxetane luminophores while preserving chemical stability.Chemical science · 2026Article
- Chemiluminescent Probes Allow for the Rapid Identification of Colibactin-Producing Bacteria.JACS Au · 2026Article
- Phosphorylated Chemiluminescent Probe Based on Spiro-cyclobutyl-phenoxy-dioxetane for the In Situ Light-Activated Sensing of Alkaline Phosphatase.Analytical chemistry · 2026Article
- Chemiluminescent probes for imaging cysteine cathepsin activity.Bioorganic & medicinal chemistry letters · 2026Article
- Chemiluminescent probes allow for the rapid identification of colibactin-producing bacteria.bioRxiv : the preprint server for biology · 2026Article
- Molecular afterglow imaging for biomedical applications.Nature materials · 2025Review
- Phenylamine-1,2-Dioxetanes: Promising Class of Chemiluminescent Luminophores for Aqueous Sensing and Bacterial Detection.Angewandte Chemie (International ed. in English) · 2025Article
- Brightening New Horizons: Luminescent Transition Metal Complexes in Optical Imaging and Theranostic Applications.ACS central science · 2025Review
- Article
- Super-Sensitive Chemiluminescent Probe for the Detection of Caspase-3 Activity.Bioconjugate chemistry · 2025Article
- Thymidine Phosphodiester Chemiluminescent Probe for Sensitive and Selective Detection of Ectonucleotide Pyrophosphatase 1.Bioconjugate chemistry · 2025Article
- Unprecedented Photoinduced-Electron-Transfer Probe with a Turn-ON Chemiluminescence Mode-of-Action.Angewandte Chemie (International ed. in English) · 2025Article
- Boosting Chemiexcitation of Phenoxy-1,2-dioxetanes through 7-Norbornyl and Homocubanyl Spirofusion.JACS Au · 2024Article
- Mechanically Triggered Bright Chemiluminescence from Polymers by Exploiting a Synergy between Masked 2-Furylcarbinol Mechanophores and 1,2-Dioxetane Chemiluminophores.Journal of the American Chemical Society · 2024Article
- Revolutionizing Senescence Detection: Advancements from Traditional Methods to Cutting-Edge Techniques.Aging and disease · 2024Review
- Hyper-Responsive Chemiluminescent Probe Reveals Distinct PYRase Activity inBioconjugate chemistry · 2024Article
- Spiro-strain Takes Chemiluminescence to Flash-Mode.ACS central science · 2024Article
- Bioorthogonal Reactions in Bioimaging.Topics in current chemistry (Cham) · 2024Review
Corrections and comments
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Authors and funding
13 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Chemiluminescence is a fascinating phenomenon that involves the generation of light through chemical reactions. The light emission from adamantyl-phenoxy-1,2-dioxetanes can glow from minutes to hours depending on the specific substituent present on the dioxetane molecule. In order to improve the light emission properties produced by these chemiluminescent luminophores, it is necessary to induce the chemiexcitation rate to a flash mode, wherein the bulk of light is emitted instantly rather than slowly over time. We report the realization of this goal through the incorporation of spirostrain release into the decomposition of 1,2-dioxetane luminophores. DFT computational simulations provided support for the hypothesis that the spiro-cyclobutyl substituent accelerates chemiexcitation as compared to the unstrained adamantyl substituent. Spiro-linking of cyclobutane and oxetane units led to greater than 100-fold and 1000-fold emission enhancement, respectively. This accelerated chemiexcitation rate increases the detection sensitivity for known chemiluminescent probes to the highest signal-to-noise ratio documented to date. A turn-ON probe, containing a spiro-cyclobutyl unit, for detecting the enzyme β-galactosidase exhibited a limit of detection value that is 125-fold more sensitive than that for the previously described adamantyl analogue. This probe was also able to instantly detect and image β-gal activity with enhanced sensitivity in
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