Genre
- Journal Article
The fluorescence enhancement of the probe molecule 1-anilino-8-naphthalenesulfonate (ANS) by a number of modified beta-cyclodextrins has been studied. Alkyl-and hydroxyalkyl-substituted beta-cyclodextrins show significantly greater enhancement of ANS fluorescence than does the parent unmodified beta-cyclodextrin (beta-CD). In the cases of methyl-beta-cyclodextrin (Me-beta) and hydroxypropyl-beta-cyclodentrin (HP-beta), enhancements by a factor of 120 and 180, respectively, were observed for ANS fluorescence, compared to a factor of only 8.4 in the case of beta-CD The binding constant for formation of the 1:1 ANS:CD complex was determined to be 370 +/- 80 M-1 for Me-beta and 430 +/- 70 M-1 for HP-beta. The large increase in enhancement ability was shown to be a result of the relatively less polar environment experienced by the ANS probe incorporated in the modified as compared to the unmodified cyclodextrin cavities. The dielectric constants of the HP-beta and Me-beta cavities experienced by the included ANS were found to be 22 and 25, respectively. These polarities are similar to that of ethanol, whereas that of beta-CD was found to be 54, a polarity similar to that of a 3.1 methanol:water mixture. (C) 1998 Elsevier Science S.A. All rights reserved.
Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada.; Wagner, BD, Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada.
LAUSANNE; PO BOX 564, 1001 LAUSANNE, SWITZERLAND
ELSEVIER SCIENCE SA
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Source type: Electronic(1)
Language
- English
Subjects
- CAVITIES
- fluorescence enhancement
- Association
- BETA-CYCLODEXTRIN
- INCLUSION COMPLEXES
- SYSTEMS
- Chemistry, Physical
- 1-ANILINONAPHTHALENE-8-SULFONATE
- DERIVATIVES
- SPECTROSCOPY
- ENERGY-GAP LAW
- STATE
- RADIATIONLESS TRANSITIONS
- LIFETIME DISTRIBUTIONS