Preparation of a photostable tribrachia cyanine dye and its high chemical activity towards hydrosulfide

The cyanine dye (1) with three arms of one chromenyl group and two indol groups was synthesized in this paper; and the proposed synthetic mechanism was also mentioned. It has excellent photostability compared to three typical cyanine dyes. Dye 1 gives high chemical activity and nearly turn-on fluore...

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Bibliographic Details
Published inDyes and pigments Vol. 149; pp. 505 - 511
Main Authors Sha, Xin-Long, Xiao, Jin-Wei, Yin, De-Hang, Sun, Ru, Xu, Yu-Jie, Ge, Jian-Feng
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.02.2018
Subjects
Fluorescent imaging
Hydrosulfide
NIR emission
Photo-stability
Tribrachia cyanine dye
NIR emission
Photo-stability
Tribrachia cyanine dye
Hydrosulfide
Fluorescent imaging
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Summary:The cyanine dye (1) with three arms of one chromenyl group and two indol groups was synthesized in this paper; and the proposed synthetic mechanism was also mentioned. It has excellent photostability compared to three typical cyanine dyes. Dye 1 gives high chemical activity and nearly turn-on fluorescent response towards hydrosulfide at 600–800 nm, it also has good selectivity towards hydrosulfide over other species; the detection reaction mechanism was proved by 1H NMR analysis, and the emission responses was elucidated by time dependent density functional theory (TDDFT) calculation. The in cellular fluorescent imaging application of the dye 1 was successfully performed for the hydrosulfide imaging of HeLa cells. [Display omitted] •A new synthetic method for tribrachia cyanine dye is disclosed, and the reaction mechanism is proposed.•The tribrachia cyanine dye has excellent photostability and high chemical activity towards hydrosulfide.•Nearly OFF-ON response; NIR emission, in cellular exogenous hydrosulfide imaging.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2017.10.006