Skeleton-selective fluorescent chemosensor based on cyclodextrin bearing a 4-amino-7-nitrobenz-2-oxa-1,3-diazole moiety.
A new type of fluorescent chemosensor, based on modified cyclodextrins bearing the fluorophore unit NBD-amine, was prepared. One of these new chemosensors, NC0betaCD, is sensitive to adamantane and borneol derivatives, which have a comparatively spherical shape that fits the beta-CD cavity, but is not sensitive to bile acids, which are strongly bound by the native beta-CD. Even in the presence of a bile acid, NC0betaCD can detect 1-adamantanol. Another of this new type of chemosensors, NC0gammaCD, is sensitive to bile acids but not to adamantane derivatives. The response of the new type of chemosensors to a guest was an increase in the fluorescence intensity.
Ikeda
Hiroshi
H
Department of Bioengineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259-B44 Nagatsuta-cho, Midori-ku, Yokohama, 226-8501. Japan. hikeda@bio.titech.ac.jp
Murayama
Takuya
T
Ueno
Akihiko
A
D000218:Adamantane / Q000032:analysis; D001393:Azoles / Q000737:chemistry*; D001647:Bile Acids and Salts / Q000032:analysis*; D003505:Cyclodextrins / Q000138:chemical synthesis*; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D009578:Nitrobenzenes / Q000737:chemistry*
C507677:4-amino-7-nitrobenz-2-oxa-1,3-diazole; D001393:Azoles; D001647:Bile Acids and Salts; D003505:Cyclodextrins; D005456:Fluorescent Dyes; D009578:Nitrobenzenes; D000218:Adamantane