Live‐Cell Imaging with Water‐Soluble Aminophenoxazinone Dyes Synthesised through Laccase Biocatalysis | Zendy

Bruyneel Frédéric | Zendy; D'Auria Ludovic | Zendy; Payen Olivier | Zendy; Courtoy Pierre. J. | Zendy; MarchandBrynaert Jacqueline | Zendy

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Live‐Cell Imaging with Water‐Soluble Aminophenoxazinone Dyes Synthesised through Laccase Biocatalysis

Author(s) -

Bruyneel Frédéric,

D'Auria Ludovic,

Payen Olivier,

Courtoy Pierre. J.,

MarchandBrynaert Jacqueline

Publication year - 2010

Publication title -

chembiochem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.05

H-Index - 126

eISSN - 1439-7633

pISSN - 1439-4227

DOI - 10.1002/cbic.201000145

Subject(s) - biocatalysis , laccase , chromophore , fluorescence , chemistry , live cell imaging , regioselectivity , quenching (fluorescence) , combinatorial chemistry , photochemistry , organic chemistry , enzyme , biochemistry , cell , catalysis , reaction mechanism , physics , quantum mechanics

Aminophenoxazinone dyes with variable water solubilities were assayed for the first time in a live‐cell imaging application. Among a library of ten sulfonylated chromophores, one compound gave excellent results as an endocytic marker, showing a precise subcellular distribution. The compound was compared to four commercial vital tracers, including Lucifer Yellow. The first laccase‐mediated regioselective synthesis of a diphosphorylated 2‐aminophenoxazinone dye was also described. This compound, water‐soluble at 10 −2 M , displayed modest fluorescence properties and the ability to complex Mg 2+ and Ca 2+ cations, therefore giving fluorescence quenching.

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