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

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.

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► 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.