Synthesis and Guest Binding Properties of Regioselectively Anthranilate-Tosyl-Labeled β-Cyclodextrins
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概要
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Flexible hosts, regioselectively hetero-labeled 6A-anthranilate-6x-O-p-tosyl-labeled β-cyclodextrins (X=B or G, C or F, and D or E for β-1, β-2, and β-3, respectively), have been synthesized to investigate their chemo-sensor potential as host compounds for biochemical substances such as bile acids and terpenoids as guest molecules. These hosts showed pure monomer fluorescence, exhibiting increase in fluorescence intensity on complexation of the all guests examined. The extent of the fluorescence variation with a guest was employed to evaluate the sensing abilities of these hosts, and the sensing parameter (⊿I/I0) was used to describe the sensing abilities of the hosts. Hosts β-2 and β-3 recognized bile acids with high sensitivity, whereas β-1 detected all guests examined with low sensitivity. On the whole, the sequence of the binding ability of these hosts was β-3 > β-2 > β-1 for bile acids. The behaviors of the appended units of these hosts during a formation of the host-guest complexation were studied by induced circular dichroism (ICD) and fluorescence spectra. The ICD spectra of these hosts showed same patterns. The guest-induced variations in ICD and fluorescence spectra suggest that anthranilate and tosyl units take movement with a changing their mutual relationship in the place to work as spacers. The parameter values of the titled hosts are much higher than those of homo-labeled anthranilate β-cyclodextrin analogs.
- 秋田大学の論文
著者
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Endo Ken
Faculty Of Engineering And Resource Science Akita University
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HAMADA Fumio
Faculty of Engineering and Resource Science, Akita University
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Hamada Fumio
Faculty Of Engineering And Resource Science Akita University
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KIKUCHI Tohru
Aomori Industrial Research Center, Environmental Technology Division
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DORJPALAM Naranchimeg
Faculty of Engineering and Resource Science, Akita University
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Dorjpalam Naranchimeg
Faculty Of Engineering And Resource Science Akita University
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Kikuchi Tohru
Aomori Industrial Research Center Environmental Technology Division
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