Flavylium Polymethine Fluorophores for Near‐ and Shortwave Infrared Imaging
Abstract
Bright fluorophores in the near‐infrared and shortwave infrared (SWIR) regions of the electromagnetic spectrum are essential for optical imaging in vivo. In this work, we utilized a 7‐dimethylamino flavylium heterocycle to construct a panel of novel red‐shifted polymethine dyes, with emission wavelengths from 680 to 1045 nm. Photophysical characterization revealed that the 1‐ and 3‐methine dyes display enhanced photostability and the 5‐ and 7‐methine dyes exhibit exceptional brightness for their respective spectral regions. A micelle formulation of the 7‐methine facilitated SWIR imaging in mice. This report presents the first polymethine dye designed and synthesized for SWIR in vivo imaging.
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Flav7 (λem = 1045 nm) exhibits fluorescence brighter than most previously existing SWIR polymethine dyes.
“The introduction of dimethylamino flavylium heterocycles as terminal groups allowed Cosco et al. to construct fluorophore 7-methine Flav7 (λem = 1045 nm), which exhibits fluorescence brighter than most of the previously existing SWIR polymethine dyes.38”
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- Authors
- Cosco, E. D., Caram, J. R., Bruns, O. T., Franke, D., Day, R. A., Farr, E. P., Bawendi, M. G., & Sletten, E. M.
- Affiliations
- University of California, Los Angeles (US)
- Massachusetts Institute of Technology (US)
- Department of Chemistry Massachusetts Institute of Technology Cambridge MA 02139 USA
- Corresponding author
- Sletten, Ellen M.
- ORCID
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2017-09-14
- Volume
- 56
- Issue
- 42
- Pages
- 13126-13129
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2801493974
- Cited by
- 415
- References
- 33
- Citations by year
- 2026: 30 · 2025: 43 · 2024: 49 · 2023: 46 · 2022: 54 · 2021: 66 · 2020: 61 · 2019: 39 · 2018: 25 · 2017: 2
- FWCI
- 14.65
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- Locations
- Angewandte Chemie International Edition (publishedVersion)
- PubMed (publishedVersion)
- eScholarship (California Digital Library) (submittedVersion)
- OSTI OAI (U.S. Department of Energy Office of Scientific and Technical Information) (submittedVersion)
- Funders
- U.S. Department of Energy (DE-SC0001088)
- National Institute for Health Research (5-P41-EB015871-29)
- University of California, Los Angeles
- Boehringer Ingelheim Fonds
- National Science Foundation (CHE-1048804, DGE-1144087)
- Topics
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
- Health Sciences › Medicine › Radiology, Nuclear Medicine and Imaging › Optical Imaging and Spectroscopy Techniques
- Keywords
- polymethine dyes, short-wave infrared imaging, near-infrared imaging, in vivo optical imaging, photostability, photophysical characterization
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