Rational design of boron dipyrromethene (BODIPY)-based photobleaching- resistant fluorophores applicable to a protein dynamics study

Toru Komatsu; Daihi Oushiki; Aoi Takeda; Masaki Miyamura; Tasuku Ueno; Takuya Terai; Kenjiro Hanaoka; Yasuteru Urano; Tomoko Mineno; Tetsuo Nagano

doi:10.1039/c1cc13367e

Rational design of boron dipyrromethene (BODIPY)-based photobleaching- resistant fluorophores applicable to a protein dynamics study

Toru Komatsu, Daihi Oushiki, Aoi Takeda, Masaki Miyamura, Tasuku Ueno, Takuya Terai, Kenjiro Hanaoka, Yasuteru Urano, Tomoko Mineno, Tetsuo Nagano

Research output: Contribution to journal › Article › peer-review

49 Citations (Scopus)

Abstract

We studied the photobleaching of a library of boron dipyrromethene (BODIPY) derivatives with a range of electron densities, and found that the photobleaching rate is influenced by the electron-withdrawing capacity of the substituents. Electron-deficient BODIPYs generated less singlet oxygen, were less reactive to singlet oxygen, and were highly resistant to photobleaching. We confirmed the utility of one of these fluorophores, 2,6-diCO₂R-BDP, for visualizing EGF receptor dynamics in cells expressing an SNAP-tagged EGF receptor.

Original language	English
Pages (from-to)	10055-10057
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	36
DOIs	https://doi.org/10.1039/c1cc13367e
Publication status	Published - 2011 Sept 28
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "We studied the photobleaching of a library of boron dipyrromethene (BODIPY) derivatives with a range of electron densities, and found that the photobleaching rate is influenced by the electron-withdrawing capacity of the substituents. Electron-deficient BODIPYs generated less singlet oxygen, were less reactive to singlet oxygen, and were highly resistant to photobleaching. We confirmed the utility of one of these fluorophores, 2,6-diCO2R-BDP, for visualizing EGF receptor dynamics in cells expressing an SNAP-tagged EGF receptor.",

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AU - Komatsu, Toru

AU - Oushiki, Daihi

AU - Takeda, Aoi

AU - Miyamura, Masaki

AU - Ueno, Tasuku

AU - Terai, Takuya

AU - Hanaoka, Kenjiro

AU - Urano, Yasuteru

AU - Mineno, Tomoko

AU - Nagano, Tetsuo

PY - 2011/9/28

Y1 - 2011/9/28

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AB - We studied the photobleaching of a library of boron dipyrromethene (BODIPY) derivatives with a range of electron densities, and found that the photobleaching rate is influenced by the electron-withdrawing capacity of the substituents. Electron-deficient BODIPYs generated less singlet oxygen, were less reactive to singlet oxygen, and were highly resistant to photobleaching. We confirmed the utility of one of these fluorophores, 2,6-diCO2R-BDP, for visualizing EGF receptor dynamics in cells expressing an SNAP-tagged EGF receptor.

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Rational design of boron dipyrromethene (BODIPY)-based photobleaching- resistant fluorophores applicable to a protein dynamics study

Abstract

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