Physicochemical, thermal and computational study of the encapsulation of rumenic acid by natural and modified cyclodextrins.
In this work the aggregation behavior of Rumenic acid (RA) is presented for the first time. The results point to a c.m.c. of 35μM at pH 8 and 25°C. This behavior can be modified by introducing CDs into the system to encapsulate the RA. The encapsulation process presented a 1:1 stoichiometry in all the cases studied but the complexation constants were strongly dependent on the type of CDs used, the pH and temperature. Firstly, the effect of the type of CD on the encapsulation process was studied. Among the natural and modified CDs analyzed HPβCD was the best for encapsulating RA. The pKa determined for RA was 4.31. The KF showed different behavior below and above 25°C due to changes in the stoichiometry. Finally, molecular docking calculations provided further insights into how the different interactions influence the complexation constant.
Department of Biochemistry and Molecular Biology-A, Faculty of Biology, University of Murcia, Campus de Espinardo, 30071 Murcia, Spain.
Adrián
A
Matencio
Department of Biochemistry and Molecular Biology-A, Faculty of Biology, University of Murcia, Campus de Espinardo, 30071 Murcia, Spain.
Carlos Javier García
CJ
Hernández-Gil
Department of Biochemistry and Molecular Biology-A, Faculty of Biology, University of Murcia, Campus de Espinardo, 30071 Murcia, Spain.
Francisco
F
García-Carmona
Department of Biochemistry and Molecular Biology-A, Faculty of Biology, University of Murcia, Campus de Espinardo, 30071 Murcia, Spain. Electronic address: josemln@um.es.
José Manuel
JM
López-Nicolás
D000073738:2-Hydroxypropyl-beta-cyclodextrin; D055598:Chemical Phenomena; D003505:Cyclodextrins / Q000737:chemistry* / Q000378:metabolism; D044243:Linoleic Acids, Conjugated / Q000138:chemical synthesis* / Q000378:metabolism; D062105:Molecular Docking Simulation / Q000379:methods*; D017433:Protein Structure, Secondary; D013696:Temperature; D013816:Thermodynamics; D047392:beta-Cyclodextrins / Q000737:chemistry / Q000378:metabolism
D003505:Cyclodextrins; D044243:Linoleic Acids, Conjugated; D047392:beta-Cyclodextrins; C046938:9,11-linoleic acid; D000073738:2-Hydroxypropyl-beta-cyclodextrin
Conjugated linoleic acid; Critical micellar concentration; Cyclodextrin; Encapsulation; Rumenic acid