ArticleBiosensors & bioelectronics2022
Modified norcyanines enable ratiometric pH imaging beyond 1000 nm.
Article in Biosensors & bioelectronics, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Structural Engineering of Cyanine Dyes to Access Shortwave Infrared-Emissive J-Aggregates.Journal of the American Chemical Society · 2026Article
- Zero-trigger ultrafast charge-transfer J-aggregatesChemical science · 2026Article
- Tracking the Fate of Therapeutic Proteins Using Ratiometric Imaging of Responsive Shortwave Infrared Probes.Journal of the American Chemical Society · 2025Article
- Method To Diversify Cyanine Chromophore Functionality Enables Improved Biomolecule Tracking and Intracellular Imaging.Journal of the American Chemical Society · 2023Article
- Protease Activated Probes for Real-Time Ratiometric Imaging of Solid Tumors.ACS central science · 2023Article
- Synthesis of Silicon-Substituted Hemicyanines for Multimodal SWIR Imaging.Organic letters · 2022Article
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Authors and funding
8 authors.
Funding
Abstract
Activatable fluorophores with emission beyond 1000 nm have the potential to enable high contrast imaging in complex in vivo settings. However, there are few scaffolds that can be applied to this challenge. Here we detail the synthesis and evaluation of benzo[c,d]indole-substituted norcyanines that enable pH responsive fluorescence imaging in the long wavelength (>1150 nm) range. A key component of our molecular design is the installation of a hydrophilic substituted quaternary amine in the central dihydropyridine ring system. A compound with a C4'-phenyl substituent, but not the C4'-protio homologue, exhibits absorbance maxima of 740 nm and 1130 nm in basic and acidic media, respectively, with evidence of J-aggregate-like properties. These two distinct absorbances enabled ratiometric imaging of probe internalization in a tumor model. Overall, these studies provide a new class of activatable long-wavelength responsive fluorophores with promising photophysical properties.
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