Bis-Pseudoindoxyls: A Compact Fluorophore with Red-Shifted Absorption and Fluorescence for Bioimaging Applications

A new class of single benzene-based fluorophores, bis-pseudoindoxyls, was developed. The core scaffold <b>14CO25NH</b> is constructed via a visible-light-induced radical cyclization. Subsequent <i>N</i>-alkylation produced pronounced bathochromic shifts. The optimized dye <b>14CO25Nallyl</b> exhibited absorption and emission maxima at 621 and 687 nm, respectively, with a moderate quantum yield in CHCl<sub>3</sub>. These properties enable long-term live-cell imaging of lipid droplets in the red spectral region.

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Publication Details

Journal
Organic Letters
Published
2025-11-10
DOI
https://doi.org/10.1021/acs.orglett.5c04305
Citations
1
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
Field-Weighted Citation Impact
0.52
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article

Bis-Pseudoindoxyls: A Compact Fluorophore with Red-Shifted Absorption and Fluorescence for Bioimaging Applications

Akiko Takaya, Tetsuhiro Nemoto, Masaya Nakajima, Tomohiro Yazawa
1 citations
Organic Letters
Photochromic and Fluorescence Chemistry
0.52
article

Bis-Pseudoindoxyls: A Compact Fluorophore with Red-Shifted Absorption and Fluorescence for Bioimaging Applications

Akiko Takaya, Tetsuhiro Nemoto, Masaya Nakajima, Tomohiro Yazawa
article en
1 citations

Abstract

A new class of single benzene-based fluorophores, bis-pseudoindoxyls, was developed. The core scaffold <b>14CO25NH</b> is constructed via a visible-light-induced radical cyclization. Subsequent <i>N</i>-alkylation produced pronounced bathochromic shifts. The optimized dye <b>14CO25Nallyl</b> exhibited absorption and emission maxima at 621 and 687 nm, respectively, with a moderate quantum yield in CHCl<sub>3</sub>. These properties enable long-term live-cell imaging of lipid droplets in the red spectral region.

Organic LettersVol. 27(46)
Chiba University (JP), Chiba University Hospital (JP), The University of Tokyo (JP)
Openalex Percentile: Top 31%
Photochromic and Fluorescence Chemistry
0.52
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Bis-Pseudoindoxyls: A Compact Fluorophore with Red-Shifted Absorption and Fluorescence for Bioimaging Applications — Akiko Takaya, Tetsuhiro Nemoto, et al. · Organic Letters (2025) | TGRS Research Map | TGRS