Rotaxane-type resorcinarene tetramers as histone-sensing fluorescent receptors

Rotaxane-type receptors, which were composed of anionic cyclophane-based resorcinarene tetramers as the wheel and a 2,6-disubstituted naphthalene derivative having two fluorophore moieties, such as fluorescein and rhodamine residues, as the axle ( and , respectively), were prepared. Rotaxane-type re...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2008-09, Vol.6 (17), p.3166-3170
Main Authors: Hayashida, Osamu, Uchiyama, Masaki
Format: Article
Language:English
Subjects:
Calixarenes - chemistry
Calixarenes - metabolism
Fluorescein - chemistry
Fluorescence
Fluorescence Resonance Energy Transfer
Fluorescent Dyes - chemistry
Histones - chemistry
Histones - metabolism
Molecular Structure
Phenylalanine - analogs & derivatives
Phenylalanine - chemistry
Phenylalanine - metabolism
Rhodamines - chemistry
Rotaxanes - chemistry
Rotaxanes - metabolism
Spectrometry, Fluorescence
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Summary:Rotaxane-type receptors, which were composed of anionic cyclophane-based resorcinarene tetramers as the wheel and a 2,6-disubstituted naphthalene derivative having two fluorophore moieties, such as fluorescein and rhodamine residues, as the axle ( and , respectively), were prepared. Rotaxane-type receptors and bound histone, a small basic protein component of eukaryotic chromatins, with binding constants of 2.3 x 10(6) and 9.0 x 10(5) M(-1), respectively. The rotaxane-type receptors showed fluorescence sensing ability with remarkable histone selectivity. Moreover, fluorescence resonance energy transfer (FRET) between the fluorescein residues of and the rhodamine residues of took place in the presence of histone, which was a useful method for the detection of histone.
ISSN:1477-0520
1477-0539
DOI:10.1039/b804431g