ArticleProceedings of the National Academy of Sciences of the United States of America2008
Seminaphthofluorones are a family of water-soluble, low molecular weight, NIR-emitting fluorophores.
Article in Proceedings of the National Academy of Sciences of the United States of America, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed.
- Hybrid of Indolizine and Merocyanine-A New Class of Organelle-Specific Dyes.Angewandte Chemie (International ed. in English) · 2025Article
- Synthesis of acenaphthylene-fused heteroarenes and polyoxygenated benzo[Beilstein journal of organic chemistry · 2024Article
- The pursuit of xanthenoid fluorophores with near-infrared-II emission for in vivo applications.Analytical and bioanalytical chemistry · 2023Review
- Designing Red-Shifted Molecular Emitters Based on the Annulated Locked GFP Chromophore Derivatives.International journal of molecular sciences · 2021Article
- Development of photo- and chemo-stable near-infrared-emitting dyes: linear-shape benzo-rosol and its derivatives as unique ratiometric bioimaging platforms.Chemical science · 2020Article
- How an Eight-Membered Ring Alters the Rhodamine Chromophore.The Journal of organic chemistry · 2020Article
- 2-Amino-3'-dialkylaminobiphenyl-based fluorescent intracellular probes for nitric oxide surrogate NChemical science · 2020Article
- General Synthetic Method for Si-Fluoresceins and Si-Rhodamines.ACS central science · 2017Article
- Far-Red and Near-Infrared Seminaphthofluorophores for Targeted Pancreatic Cancer Imaging.ACS omega · 2017Article
- Far-Red/Near-Infrared Conjugated Polymer Nanoparticles for Long-Term In Situ Monitoring of Liver Tumor Growth.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2015Article
- Article
- Bright building blocks for chemical biology.ACS chemical biology · 2014Review
- Progress toward red and near-infrared (NIR) emitting saccharide sensors.Pure and applied chemistry. Chimie pure et appliquee · 2012Article
- Near infrared fluorescence for image-guided surgery.Quantitative imaging in medicine and surgery · 2012Article
- Water-soluble, deep-red fluorescent squaraine rotaxanes.Organic & biomolecular chemistry · 2012Article
- Field effects induce bathochromic shifts in xanthene dyes.Journal of the American Chemical Society · 2012Article
- Near-infrared molecular probes for in vivo imaging.Current protocols in cytometry · 2012Article
- NIR dyes for bioimaging applications.Current opinion in chemical biology · 2010Review
- Near-infrared fluorescent nanoGUMBOS for biomedical imaging.ACS nano · 2009Article
- Discovery and early development of squaraine rotaxanes.Chemical communications (Cambridge, England) · 2009Article
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Authors and funding
11 authors.
Funding
Abstract
A readily accessible new class of near infrared (NIR) molecular probes has been synthesized and evaluated. Specific fluorophores in this unique xanthene based regioisomeric seminaphthofluorone dye series exhibit a combination of desirable characteristics including (i) low molecular weight (339 amu), (ii) aqueous solubility, and (iii) dual excitation and emission from their fluorescent neutral and anionic forms. Importantly, systematic changes in the regiochemistry of benzannulation and the ionizable moieties afford (iv) tunable deep-red to NIR emission from anionic species and (v) enhanced Stokes shifts. Anionic SNAFR-6, exhibiting an unusually large Stokes shift of approximately 200 nm (5,014 cm(-1)) in aqueous buffer, embodies an unprecedented fluorophore that emits NIR fluorescence when excited in the blue/green wavelength region. The successful use of SNAFR-6 in cellular imaging studies demonstrates proof-of-concept that this class of dyes possesses photophysical characteristics that allow their use in practical applications. Notably, each of the new fluorophores described is a minimal template structure for evaluation of their basic spectral properties, which may be further functionalized and optimized yielding concomitant improvements in their photophysical properties.
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