Dyes and Pigments

, volume 177 , pages 108313

Towards tetrazine-based near-infrared fluorogenic dyes: Is there a wavelength limit?

Mitoshi Nandi ¹

Lu Huang ^{2, 3}

Weijie Chi ¹

Xiaogang Liu ¹

Hide authors affiliations Show authors affiliations: 3 affiliations

Fluorescence Research Group, Singapore University of Technology and Design, 8 Somapah Road 487372 Singapore |

Fluorescence Research Group, Singapore University of Technology and Design, 8 Somapah Road, 487372, Singapore |

Minjiang University, Fuzhou, 350108, China |

Publication type: Journal Article

Publication date: 2020-06-01

Elsevier

Dyes and Pigments

scimago Q2

wos Q1

SJR: 0.680

CiteScore: 8.5

Impact factor: 4.2

ISSN: 01437208, 18733743

DOI: 10.1016/j.dyepig.2020.108313

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General Chemical Engineering

Process Chemistry and Technology

Abstract

Tetrazine-based fluorogenic dyes have been broadly applied in the studies of many biomolecules in live cells via wash-free imaging. While near-infrared (NIR) dyes are much preferred in these scenarios, few tetrazine-based NIR fluorogenic dyes have been reported to date. In this work, we developed three tetrazine-based cyanine dyes with emission wavelengths of up to ~790 nm and fluorescence turn-on ratios of ~4. We also performed quantum chemical calculations to rationalize the low turn-on ratio in these dyes. Our results show that based on the dark-state quenching mechanism, the tetrazine moiety is intrinsically not suitable for developing NIR fluorogenic dyes with emission wavelengths of >~710 nm.

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Chen L. et al. Towards tetrazine-based near-infrared fluorogenic dyes: Is there a wavelength limit? // Dyes and Pigments. 2020. Vol. 177. p. 108313.

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Nandi M., Huang L., Chi W., Liu X. Towards tetrazine-based near-infrared fluorogenic dyes: Is there a wavelength limit? // Dyes and Pigments. 2020. Vol. 177. p. 108313.

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