ArticlePhotochemistry and photobiology2022
Ketone Incorporation Extends the Emission Properties of the Xanthene Scaffold Beyond 1000 nm.
Article in Photochemistry and photobiology, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Hybrid of Indolizine and Merocyanine-A New Class of Organelle-Specific Dyes.Angewandte Chemie (International ed. in English) · 2025Article
- Extended shortwave infrared absorbing antiaromatic fluorenium-indolizine chromophores.Chemical science · 2024Article
- Xanthene-Based Dyes for Photoacoustic Imaging and their Use as Analyte-Responsive Probes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- An open and shut case? Chemistry to control xanthene dyes.Trends in chemistry · 2024Article
- Azaphosphinate Dyes: A Low Molecular Weight Near-Infrared Scaffold for Development of Photoacoustic or Fluorescence Imaging Probes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Single Atom Stabilization of Phosphinate Ester-Containing Rhodamines Yields Cell Permeable Probes for Turn-On Photoacoustic Imaging.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Molecular Engineering of Sulfone-Xanthone Chromophore for Enhanced Fluorescence Navigation.JACS Au · 2023Article
- The pursuit of xanthenoid fluorophores with near-infrared-II emission for in vivo applications.Analytical and bioanalytical chemistry · 2023Review
- Experimentally Calibrated Computational Prediction Enables Accurate Fine-Tuning of Near-Infrared Rhodamines for Multiplexing.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Photochemical Mechanisms of Fluorophores Employed in Single-Molecule Localization Microscopy.Angewandte Chemie (International ed. in English) · 2023Review
- Discovery of BODIPY J-aggregates with absorption maxima beyond 1200 nm for biophotonics.Science advances · 2022Article
- A long-wavelength xanthene dye for photoacoustic imaging.Chemical communications (Cambridge, England) · 2022Article
- Heteroatom-Substituted Xanthene Fluorophores Enter the Shortwave-Infrared Region.Photochemistry and photobiology · 2022Article
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7 authors.
Funding
Abstract
Imaging in the shortwave-infrared region (SWIR, λ = 1000-2500 nm) has the potential to enable deep tissue imaging with high resolution. Critical to the development of these methods is the identification of low molecular weight, biologically compatible fluorescent probes that emit beyond 1000 nm. Exchanging the bridging oxygen atom on the xanthene scaffold (C10' position) with electron withdrawing groups has been shown to lead to significant redshifts in absorbance and emission. Guided by quantum chemistry computational modeling studies, we investigated the installation of a ketone bridge at the C10' position. This simple modification extends the absorbance maxima to 860 nm and the emission beyond 1000 nm, albeit with reduced photon output. Overall, these studies demonstrate that broadly applied xanthene dyes can be extended into the SWIR range.
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