Flavylium Polymethine Fluorophores for Near‐ and Shortwave Infrared Imaging

Cosco, Emily D.; Caram, Justin R.; Bruns, Oliver T.; Franke, Daniel; Day, Rachael A.; Farr, Erik P.; Bawendi, Moungi G.; Sletten, Ellen M.

doi:10.1002/anie.201706974

Flavylium Polymethine Fluorophores for Near‐ and Shortwave Infrared Imaging

Journal Article · Thu Sep 14 00:00:00 EDT 2017 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.201706974· OSTI ID:1390339

Cosco, Emily D. ^[1]; Caram, Justin R. ^[2]; ^[2]; Franke, Daniel ^[2]; Day, Rachael A. ^[1]; Farr, Erik P. ^[1]; Bawendi, Moungi G. ^[2]; ^[1]

Department of Chemistry and Biochemistry University of California, Los Angeles Los Angeles CA 90095 USA
Department of Chemistry Massachusetts Institute of Technology Cambridge MA 02139 USA

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.

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

Grant/Contract Number:: SC0001088

OSTI ID:: 1390339

Alternate ID(s):: OSTI ID: 1537452

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 42 Vol. 56; ISSN 1433-7851

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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Flavylium Polymethine Fluorophores for Near‐ and Shortwave Infrared Imaging

Journal Article · Thu Sep 14 00:00:00 EDT 2017 · Angewandte Chemie · OSTI ID:1390340

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