Synthesis and characterization of NADH model compound modified β-cyclodextrin and its role as an energy donor in FRET

[Display omitted] ► An acridinedione modified β-cyclodextrin was synthesized and characterized. ► The modified compound well resembled the native acridinedione dyes in fluorescent properties. ► An efficient FRET process was observed with safranine dye as acceptor and the modified compound as the ene...

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Bibliographic Details
Published in:Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2012-02, Vol.229 (1), p.60-68
Main Authors: Krishnaveni, R., Ramamurthy, P., Padma Malar, E.J., Divya, P.
Format: Article
Language:English
Subjects:
Acceptor
Acridinedione
FRET
Modification
β-Cyclodextrin
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Summary:[Display omitted] ► An acridinedione modified β-cyclodextrin was synthesized and characterized. ► The modified compound well resembled the native acridinedione dyes in fluorescent properties. ► An efficient FRET process was observed with safranine dye as acceptor and the modified compound as the energy donor. ► Higher efficiency of FRET was due to the inclusion of the acceptor into the cavity of β-cyclodextrin. β-Cyclodextrin is chemically modified to selectively introduce an acridinedione moiety on the primary face. The synthesis involves the substitution of one of the primary hydroxyl groups of β-cyclodextrin by a tosyl group which facilitates the introduction of an ethylene diamine modification which is finally condensed to a tetraketone. The acridinedione modified β-cyclodextrin thus obtained was fully characterized by IR, NMR and Mass spectrometry. The photophysical properties of the compound were also analyzed. The potential of the modified β-cyclodextrin to act as an energy donor in FRET was investigated with a suitable acceptor.
ISSN:1010-6030
1873-2666
DOI:10.1016/j.jphotochem.2011.12.007