Quest for novel fluorogenic xanthene dyes: Synthesis, spectral properties and stability of 3-imino-3H-xanthen-6-amine (pyronin) and its silicon analog

[Display omitted] •The synthesis of 3-imino-3H-xanthene-6-amine dye (pyronin) was revisited.•The orange-red emitting silicon analog (Si-pyronin) was prepared for the first time.•Both compounds exhibit outstanding fluorescence properties in aqueous solution.•Aqueous stability of fluorogenic Si-pyroni...

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Bibliographic Details
Published in:Tetrahedron letters 2018-12, Vol.59 (52), p.4574-4581
Main Authors: Romieu, Anthony, Dejouy, Garance, Valverde, Ibai E.
Format: Article
Language:English
Subjects:
Amino group protection-deprotection
Chemical Sciences
Fluorescent probe
Hetero-xanthene dye
Organic chemistry
Protease
Pyronin
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Summary:[Display omitted] •The synthesis of 3-imino-3H-xanthene-6-amine dye (pyronin) was revisited.•The orange-red emitting silicon analog (Si-pyronin) was prepared for the first time.•Both compounds exhibit outstanding fluorescence properties in aqueous solution.•Aqueous stability of fluorogenic Si-pyronin dye only at pH 
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2018.11.031