ArticleAngewandte Chemie (International ed. in English)2015
Synthesis of Fluorophores that Target Small Molecules to the Endoplasmic Reticulum of Living Mammalian Cells.
Article in Angewandte Chemie (International ed. in English), 2015. 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, 69 citations in OpenAlex.
- Designer Aromatic Cations for Photoinduced Protein Ligation, Imaging, and Intracellular Labeling at Extended Wavelengths.Journal of the American Chemical Society · 2026Article
- 1-deoxysphingolipids dysregulate membrane properties and cargo trafficking in the early secretory pathway.Cell chemical biology · 2026Article
- Tuning SBDs as Endoplasmic Reticulum Self-Targeting Fluorophores and Its Application for ZnChemical & biomedical imaging · 2025Article
- Exploiting Flavylium Merocyanine Dyes for Intrinsic, Multiplexed Labeling of the Endoplasmic Reticulum.Analytical chemistry · 2025Article
- Late-Stage Functionalization of Living Organisms: Rethinking Selectivity in Biology.Chemical reviews · 2024Review
- Pervasive aggregation and depletion of host and viral proteins in response to cysteine-reactive electrophilic compounds.bioRxiv : the preprint server for biology · 2023Article
- Sensitive imaging of Endoplasmic reticulum (ER) autophagy with an acidity-reporting ER-Tracker.Autophagy · 2023Article
- Unprecedented perspectives on the application of CinNapht fluorophores provided by a "late-stage" functionalization strategy.Chemical science · 2023Article
- Photoluminescent Properties and Mechanism of Novel Cyanine-Borondifluoride Curcuminoid Hybrids as Red-to-Near Infrared and Endoplasmic Reticulum-Targeting Dyes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Dynamic covalent chemistry in live cells for organelle targeting and enhanced photodynamic action.Chemical science · 2022Article
- Synthesis and Applications of Selected Fluorine-Containing Fluorophores.Molecules (Basel, Switzerland) · 2021Review
- HaloFlippers: A General Tool for the Fluorescence Imaging of Precisely Localized Membrane Tension Changes in Living Cells.ACS central science · 2020Article
- Fluorescent detection of peroxynitrite during antibody-dependent cellular phagocytosis.Methods in enzymology · 2020Article
- Fluorescent probes for organelle-targeted bioactive species imaging.Chemical science · 2019Review
- Targeting Fluorescent Sensors to Endoplasmic Reticulum Membranes Enables Detection of Peroxynitrite During Cellular Phagocytosis.ACS chemical biology · 2018Article
- Exploring cells with targeted biosensors.The Journal of general physiology · 2017Review
- Fluorescent flavonoids for endoplasmic reticulum cell imaging.Journal of materials chemistry. B · 2016Article
- Hydrophobic resorufamine derivatives: potent and selective red fluorescent probes of the endoplasmic reticulum of mammalian cells.Dyes and pigments : an international journal · 2016Article
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
The endoplasmic reticulum (ER) plays critical roles in the processing of secreted and transmembrane proteins. To deliver small molecules to this organelle, we synthesized fluorinated hydrophobic analogues of the fluorophore rhodol. These cell-permeable fluorophores are exceptionally bright, with quantum yields of around 0.8, and they were found to specifically accumulate in the ER of living HeLa cells, as imaged by confocal laser scanning microscopy. To target a biological pathway controlled by the ER, we linked a fluorinated hydrophobic rhodol to 5-nitrofuran-2-acrylaldehyde. In contrast to an untargeted nitrofuran warhead, delivery of this electrophilic nitrofuran to the ER by the rhodol resulted in cytotoxicity comparable to the ER-targeted cytotoxin eeyarestatin I, and specifically inhibited protein processing by the ubiquitin-proteasome system. Fluorinated hydrophobic rhodols are outstanding fluorophores that enable the delivery of small molecules for targeting ER-associated proteins and pathways.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.