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  • Title: Inclusion complexes of a bichromophoric diester containing anthracene and naphthalene groups with alpha- and beta-cyclodextrins: thermodynamics and molecular mechanics.
    Author: Serna L, Di Marino A, Mendicuti F.
    Journal: Spectrochim Acta A Mol Biomol Spectrosc; 2005 Jun; 61(8):1945-54. PubMed ID: 15863071.
    Abstract:
    Fluorescence and molecular mechanics have been used to study the inclusion complexes of the (9-anthryl)-COO-(CH2)2-OOC-(2-naphthyl) bichromophoric compound with alpha- and beta-cyclodextrins. Emission spectra upon excitation of the naphthalene group denote the presence of non-radiative energy transfer from naphthalene to anthracene, which is influenced by the type of CD. Naphthalene emission also shows two peaks whose ratio of intensities R is sensitive to the medium polarity. The stoichiometry, the formation constants and the changes of enthalpy and entropy upon inclusion of complexes formed were obtained from the change of R with CD concentration and temperature. Both complexes, in agreement with Job's plots, show 1:1 stoichiometry. Quenching, fluorescence depolarization and the analysis of R when all the guests are complexed permit us to explain the possible location of CDs in the complexes formed. Molecular mechanics calculations were also employed to study the formation of 1:1 complexes with both alpha- and betaCDs. The study was mainly performed in the presence of water as a solvent. Results seem to explain the stoichiometries and geometry for both complexes.
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