Signal transduction in chemosensors of modified cyclodextrins

Akihiko Ueno; Hiroshi Ikeda; Taiyo Aoyagi

doi:10.1117/12.273523

Abstract

Artificial hosts such as crown ethers, cryptands, calixarenes, and others have been used for detecting metal ions or others mostly in organic solvents. On the other hand, we prepared many cyclodextrin derivatives bearing one or two chromophores and found that they can be used as sensors for detecting various organic compounds in aqueous solution. Cyclodextrins (CDs) are spectroscopically inert, but they can be converted into spectroscopically active hosts by modification with appropriate chromophores. The modified CDs usually form self-inclusion complexes by including one or two chromophore moieties in their cavities. Fluorophore-modified CDs exhibit guest-responsive fluorescence intensity variation and the mechanism for signal transduction from guest binding to fluorescence response involves the conformational changes of modified CDs as shown by the exclusion of the fluorophore moiety from inside to outside of the CD cavity in guest binding. Here, we show molecular recognition and sensing abilities of various new types of modified CDs which bear naphthalene, dansyl, p-(dimethylamino)benzoyl or pyrene unit as a fluorescent moiety.

Citation Download Citation

Akihiko Ueno, Hiroshi Ikeda, Taiyo Aoyagi, "Signal transduction in chemosensors of modified cyclodextrins", Proc. SPIE 2980, Advances in Fluorescence Sensing Technology III, (7 May 1997); doi: 10.1117/12.273523; https://doi.org/10.1117/12.273523

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