Physicochemical interactions of cycloamylose with phenolic compounds

Shin-Joung Rho; Saehun Mun; Jung Sun Hong; Young-Lim Kim; Ha V Do; Young-Wan Kim; Sang-Ik Han; Yong-Ro Kim

doi:10.1016/j.carbpol.2017.07.026

Physicochemical interactions of cycloamylose with phenolic compounds

Carbohydr Polym. 2017 Oct 15:174:980-989. doi: 10.1016/j.carbpol.2017.07.026. Epub 2017 Jul 10.

Authors

Shin-Joung Rho¹, Saehun Mun¹, Jung Sun Hong¹, Young-Lim Kim¹, Ha V Do², Young-Wan Kim³, Sang-Ik Han⁴, Yong-Ro Kim⁵

Affiliations

¹ Center for Food and Bioconvergence, Department of Biosystems & Biomaterials Science and Engineering, Seoul National University, Seoul 08826, Republic of Korea.
² School of Food Science and Technology, Chung-Ang University, Ansung 17546, Republic of Korea.
³ Department of Food and Biotechnology, Korea University, Sejong 30019, Republic of Korea.
⁴ Department of functional Crop, Functional Crop Resource Development Division, NICS, RDA, Miryang, Gyeongnam 50424, Republic of Korea.
⁵ Center for Food and Bioconvergence, Department of Biosystems & Biomaterials Science and Engineering, Seoul National University, Seoul 08826, Republic of Korea. Electronic address: yongro@snu.ac.kr.

PMID: 28821156
DOI: 10.1016/j.carbpol.2017.07.026

Abstract

The complex formation capability of cycloamylose (CA), having a degree of polymerization of 23-45, with phenolic compounds (PCs) was investigated using various physicochemical techniques. The fluorescence intensity of PCs increased and then reached a plateau at 10-20mM cyclodextrin, while it continued to increase at up to 60mM CA. Thermodynamic data of CA complexes with PCs revealed that the binding process was primarily enthalpy-driven and spontaneous. CA favored to form the most stable complex with chlorogenic acid (CHA) among all PCs. Chemical shift changes for the protons in interior and exterior of CA, as well as in PCs suggested a possible formation of both inclusion and extramolecular interactions between CA and PCs. The ROESY spectrum confirmed that the aromatic moieties of CHA were partially interacted with CA molecules through relatively weak binding. XRD, DSC, and SEM results also supported the complex formation by intermolecular interaction between CA and CHA.

Keywords: Cycloamylose; Fluorescence spectra; Isothermal titration calorimetry; Molecular interaction; Nuclear magnetic resonance spectroscopy; Phenolic compounds.