ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
A Systematic Study of Coumarin-Tetrazine Light-Up Probes for Bioorthogonal Fluorescence Imaging.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed.
- Synthesis of azulene fluorophores reveals structure-property relationships.Organic chemistry frontiers : an international journal of organic chemistry · 2026Article
- Organelle-Resolved Tetrazine-trans-Cyclooctene Click Chemistry for Cargo Delivery and Release.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Bis-Tetrazine Fluorogenic (Silicon)-Rhodamine Dyes for Live-Cell Labeling.Journal of the American Chemical Society · 2026Article
- Fluorescence Quenching Properties and Bioimaging Applications of Readily Accessible Blue to Far-Red Fluorogenic Triazinium Salts.Journal of the American Chemical Society · 2026Article
- Live-Cell RNA Imaging via Clickable TriPPPro Nucleotide Reporters.Angewandte Chemie (International ed. in English) · 2026Article
- Advances in Coumarin Fluorescent Probes for Medical Diagnostics: A Review of Recent Developments.Biosensors · 2026Review
- Fluorogenic Coumarins Activated via Bioorthogonal Reactions.The Journal of organic chemistry · 2025Article
- Synthesis of CThe Journal of organic chemistry · 2024Article
- Readily Accessible and Brightly Fluorogenic BODIPY/NBD-Tetrazines via SThe Journal of organic chemistry · 2024Article
- Bioorthogonal Chemistry in Cellular Organelles.Topics in current chemistry (Cham) · 2023Review
- Ultrabright two-photon excitable red-emissive fluorogenic probes for fast and wash-free bioorthogonal labelling in live cells.Chemical science · 2023Article
- Article
- A dark intermediate in the fluorogenic reaction between tetrazine fluorophores andBiophysical reports · 2022Article
- Bioorthogonally activatable cyanine dye with torsion-induced disaggregation for in vivo tumor imaging.Nature communications · 2022Article
- Imaging organelle membranes in live cells at the nanoscale with lipid-based fluorescent probes.Current opinion in chemical biology · 2021Review
- 3-Phenylcoumarins as a Privileged Scaffold in Medicinal Chemistry: The Landmarks of the Past Decade.Molecules (Basel, Switzerland) · 2021Review
- Bio-orthogonal Red and Far-Red Fluorogenic Probes for Wash-Free Live-Cell and Super-resolution Microscopy.ACS central science · 2021Article
- Structurally Redesigned Bioorthogonal Reagents for Mitochondria-Specific Prodrug Activation.JACS Au · 2021Article
- A Systematic Study of Coumarin-Tetrazine Light-Up Probes for Bioorthogonal Fluorescence Imaging.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Fluorescent probes that light-up upon reaction with complementary bioorthogonal reagents are superior tools for no-wash fluorogenic bioimaging applications. In this work, a thorough study is presented on a set of seventeen structurally diverse coumarin-tetrazine probes that produce fluorescent dyes with exceptional turn-on ratios when reacted with trans-cyclooctene (TCO) and bicyclononyne (BCN) dienophiles. In general, formation of the fully aromatic pyridazine-containing dyes resulting from the reaction with BCN was found superior in terms of fluorogenicity. However, evaluation of the probes in cellular imaging experiments revealed that other factors, such as reaction kinetics and good cell permeability, prevail over the fluorescence turn-on properties. The best compound identified in this study showed excellent performance in live cell-labeling experiments and enabled no-wash fluorogenic imaging on a timescale of seconds.
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