Abstract
A capped cyclodextrin, 6-deoxy-6-(p-hydroxy-m-nitrophenacylthio)-β-cyclodextrin, was prepared in order to detect any conformational change of the host upon the guest binding. The association constant between the cyclodextrin and 1-adamantanecarboxylate, cyclohexanecarboxylate, p-methylbenzoate, 3,3-dimethylbutyrate, or 2,2-dimethylpropionate was enhanced 20, 5.3, 3.7, 2.3, or 2.0 times, respectively, by chromophore capping. The changes in the electronic, NMR, and circular dichroism spectra as well as pKa of this cyclodextrin upon binding of the guest strongly indicate a conformational change around the chromophoric moiety of the cyclodextrin.
| Original language | English |
|---|---|
| Pages (from-to) | 72-84 |
| Number of pages | 13 |
| Journal | Bioorganic Chemistry |
| Volume | 11 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - Mar 1982 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Molecular Biology
- Drug Discovery
- Organic Chemistry
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Fujita, K., Ueda, T., Imoto, T., Tabushi, I., Toh, N., & Koga, T. (1982). Guest-induced conformational change of β-cyclodextrin capped with an environmentally sensitive chromophore. Bioorganic Chemistry, 11(1), 72-84. https://doi.org/10.1016/0045-2068(82)90049-9