Genre
- Journal Article
The fluorescent molecules 1-anilinonaphthalene-8-sulfonate (1,8-ANS) and 2-anilinonaphthalene-6-sulfonate (2,6-ANS) are extremely sensitive to the polarity of their local environment, making them excellent probes for the study of heterogeneous systems, including cyclodextrin (CD) solutions. Both are only weakly fluorescent in a highly polar medium, such as water, but are extremely fluorescent in a relatively nonpolar medium, such as within a CD cavity. These two probes are isomers, with major structural differences: 1,8-ANS is much bulkier and more spherical, whereas 2,6-ANS is much more streamlined and rod-shaped. Thus, they show major differences in their formation of CD inclusion complexes. This is reflected both in the magnitude of the observed fluorescence enhancement upon CD inclusion, as well as in the value of the association constant for complex formation. The creation of a scale for each probe for their fluorescence in CDs relative to that in ethanol allows for direct comparisons to be made between the two probes. These results are obtained and compared for the host-guest inclusion complexes of 1,8-ANS and 2,6-ANS with six CDs: alpha, beta, gamma, and their hydroxypropylated analogs.
Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada.; Wagner, BD, Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada.
DORDRECHT; SPUIBOULEVARD 50, PO BOX 17, 3300 AA DORDRECHT, NETHERLANDS
KLUWER ACADEMIC PUBL
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Source type: Electronic(1)
Language
- English
Subjects
- ANS
- Crystallography
- fluorescence enhancement
- BETA-CYCLODEXTRIN
- association constants
- AQUEOUS-SOLUTIONS
- DONOR-ACCEPTOR SYSTEMS
- host-guest inclusion
- GAMMA-CYCLODEXTRIN
- REVERSED MICELLES
- PROCESSES
- NONRADIATIVE
- Chemistry, Multidisciplinary
- cyclodextrins
- CIRCULAR-DICHROISM
- LIFETIME DISTRIBUTIONS