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Complexation of 3α,7α,12α-trihydroxy-5β-cholan-24-amine by β- and γ-cyclodextrins
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1  Departamento de Química Física, Facultad de Ciencias, Universidad de Santiago de Compostela, Avda. Alfonso X El Sabio s/n, 27002 Lugo, Spain
2  Dipartimento di Chimica, Research center SOFT-INFM-CNR, Università di Roma “La Sapienza”, P.le A. Moro 5, 00185 Roma, Italy

Abstract: The binding constants, standard molar enthalpy, Gibbs free energy, and entropy changes were determined for the formation of inclusion complexes between 3α,7α,12α- trihydroxy-5β-cholan-24-amine, C24NH2, and β-cyclodextrin and γ-cyclodextrin. The stoichiometry of both complexes is 1:1 in agreement with previously reported results for other trihydroxy bile salts. The equilibrium constant values for the formation of the inclusion complex are similar as well. The structure of the C24NH2/γ-cyclodextrin complex was studied by ROESY experiments. These results suggest that B, C and Drings of the steroid skeleton, as well as the side chain, interact with the cyclodextrin cavity, while the A ring of the steroid nucleus remains outside the cavity.