"Alive" dyes as fluorescent sensors: fluorophore, mechanism, receptor and images in living cells

Qian, X; Xiao, Yi; Xu, Y; Guo, X; Qian, J; Zhu, W

HERO ID

1491367

Reference Type

Journal Article

Year

2010

Language

English

PMID

20589288

HERO ID 1491367
In Press No
Year 2010
Title "Alive" dyes as fluorescent sensors: fluorophore, mechanism, receptor and images in living cells
Authors Qian, X; Xiao, Yi; Xu, Y; Guo, X; Qian, J; Zhu, W
Journal Chemical Communications
Volume 46
Issue 35
Page Numbers 6418-6436
Abstract In this feature article, we report our recent progresses in fluorescent sensors of biological dyes from the viewpoint of supramolecular and bioorganic chemistry. For signalling fluorophores, we extended or created naphthalene-based ICT systems, e.g. amino-1,8-naphthalimides, samino-1,8-dicyanonaphthalenes and acenaphthopyrrol-9- carbonitriles. We also developed BODIPY derivatives with large Stokes shifts and high fluorescence quantum yields in polar solvents, and a rhodamine analogue working in strong competitive aqueous solution as well as its silaanthracene analogue with a bathochromic shift as large as 90 nm. For sensing mechanisms, we extended or developed the following methods to improve sensing: e.g. PET in a photogenerated electronic field, TICT promoted PET derived from aminoalkyl or piperazino aminonaphthalimides, and the translation/amplification effect of surfactant micelles or aggregation on fluorescent sensing. We also successfully designed deprotonation strengthened ICT, FRET-chemodosimeter sensing systems. For non-cyclic recognition receptors, naphthalimides with two or more side chains at their 4,5- or 3,4-positions, as a convenient and simple platform for ratiometric sensors, were created for the recognition of heavy and transition metallic cations; multi-armed polyamides with more side chains were innovated as a versatile platform for the sensing of metal ions with high affinity, selectivity and positive homotropic allosteric effects. We designed V-shape sensors of the bis(aminomethyl) pyridine receptor with two fluorophores to show high performance. Finally, the intracellular applications of the above sensors and dyes, e.g. imaging heavy and transition metal ions in cells, fluorescent marking of hypoxia of tumour cells, are also reviewed.
Doi 10.1039/c0cc00686f
Pmid 20589288
Wosid WOS:000281237600001
Url <Go to ISI>://WOS:000281237600001
Is Certified Translation No
Dupe Override No
Comments Source: Web of Science WOS:000281237600001
Is Public Yes
Language Text English
Keyword article; aqueous solutions; cations; chemical communication; deprotonation; fluorescence; fluorescent dyes; hypoxia; image analysis; metal ions; micelles; neoplasm cells; polyamides; pyridines; receptors; rhodamines; solvents; surfactants