Encapsulation of vanillylamine by native and modified cyclodextrins: Spectral and computational studies

Inclusion complex formation of vanillylamine (HMBA) with alpha-, beta-, hydroxyl propyl alpha- and hydroxyl propyl beta-cyclodextrins were studied by absorption, steady state fluorescence, time resolved fluorescence. FT-IR, 1H NMR, molecular modeling methods. The study revealed that HMBA formed 1:1 complex with all the four CDs. Nanosecond time-resolved studies indicated that HMBA show single exponential decay in water whereas biexponential decay in CDs. Thermodynamic parameters and binding affinity of complex formation of all the CDs were determined and discussed. It was found that van der Waals interactions are mainly responsible for enthalpy-driven complex formation of HMBA with CDs. (C) 2012 Elsevier B.V. All rights reserved.