Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability

© 2019 The intermolecular copigmentation of cyanidin-3-O-glucoside (C3G) with three colorless phenolic compounds and its thermal stability were investigated. The influence of the copigment (ferulic acid, dopamine, or (+)-catechin), the pigment-to-copigment molar ratio (1: 1, 1: 10, and 1: 100), the...

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Main Authors: Nattapong Kanha, Suthat Surawang, Pornsiri Pitchakarn, Joe M. Regenstein, Thunnop Laokuldilok
Format: Journal
Published: 2019
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spelling th-cmuir.6653943832-652352019-08-05T04:32:06Z Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability Nattapong Kanha Suthat Surawang Pornsiri Pitchakarn Joe M. Regenstein Thunnop Laokuldilok Agricultural and Biological Sciences Biochemistry, Genetics and Molecular Biology © 2019 The intermolecular copigmentation of cyanidin-3-O-glucoside (C3G) with three colorless phenolic compounds and its thermal stability were investigated. The influence of the copigment (ferulic acid, dopamine, or (+)-catechin), the pigment-to-copigment molar ratio (1: 1, 1: 10, and 1: 100), the pH value (pH 3–7), and the temperature (20, 30, 40, and 50 °C) on the copigmentation effect, stoichiometric ratio (n), the equilibrium constant (K), and thermodynamic parameters (ΔG°, ΔH°, and ΔS°) were obtained. The strongest immediate copigmentation reactions were observed at pH 3 and 1: 100 molar ratio, being significantly higher with (+)-catechin, followed by ferulic acid and then dopamine. The greatest hyperchromic shift was found in the complex of C3G/(+)-catechin, which was reasonable for its n and K values of 0.7 and 17.1, respectively. Moreover, the reactions were favored at low temperature. The thermodynamic data indicated that all these complexes were formed by spontaneous exothermic reactions. The C3G/(+)-catechin complex at the molar ratio 1: 100 exhibited the greatest thermodynamic properties, with negative values of ΔG° (−6.92 kJ/mol), ΔH° (−38.7 kJ/mol), and ΔS° (−108.0 J/K/mol). The C3G/(+)-catechin complex exhibited a low Ea value (78 J/mol), indicating greater thermal stability against temperature change compared with those with the other phenolic pigments. In addition, copigmentation of anthocyanins in mulberry juice with (+)-catechin significantly reduced the loss of anthocyanins during pasteurization (80 °C for 15 min). 2019-08-05T04:30:49Z 2019-08-05T04:30:49Z 2019-08-01 Journal 22124306 22124292 2-s2.0-85065796246 10.1016/j.fbio.2019.100419 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85065796246&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/65235
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Agricultural and Biological Sciences
Biochemistry, Genetics and Molecular Biology
spellingShingle Agricultural and Biological Sciences
Biochemistry, Genetics and Molecular Biology
Nattapong Kanha
Suthat Surawang
Pornsiri Pitchakarn
Joe M. Regenstein
Thunnop Laokuldilok
Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability
description © 2019 The intermolecular copigmentation of cyanidin-3-O-glucoside (C3G) with three colorless phenolic compounds and its thermal stability were investigated. The influence of the copigment (ferulic acid, dopamine, or (+)-catechin), the pigment-to-copigment molar ratio (1: 1, 1: 10, and 1: 100), the pH value (pH 3–7), and the temperature (20, 30, 40, and 50 °C) on the copigmentation effect, stoichiometric ratio (n), the equilibrium constant (K), and thermodynamic parameters (ΔG°, ΔH°, and ΔS°) were obtained. The strongest immediate copigmentation reactions were observed at pH 3 and 1: 100 molar ratio, being significantly higher with (+)-catechin, followed by ferulic acid and then dopamine. The greatest hyperchromic shift was found in the complex of C3G/(+)-catechin, which was reasonable for its n and K values of 0.7 and 17.1, respectively. Moreover, the reactions were favored at low temperature. The thermodynamic data indicated that all these complexes were formed by spontaneous exothermic reactions. The C3G/(+)-catechin complex at the molar ratio 1: 100 exhibited the greatest thermodynamic properties, with negative values of ΔG° (−6.92 kJ/mol), ΔH° (−38.7 kJ/mol), and ΔS° (−108.0 J/K/mol). The C3G/(+)-catechin complex exhibited a low Ea value (78 J/mol), indicating greater thermal stability against temperature change compared with those with the other phenolic pigments. In addition, copigmentation of anthocyanins in mulberry juice with (+)-catechin significantly reduced the loss of anthocyanins during pasteurization (80 °C for 15 min).
format Journal
author Nattapong Kanha
Suthat Surawang
Pornsiri Pitchakarn
Joe M. Regenstein
Thunnop Laokuldilok
author_facet Nattapong Kanha
Suthat Surawang
Pornsiri Pitchakarn
Joe M. Regenstein
Thunnop Laokuldilok
author_sort Nattapong Kanha
title Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability
title_short Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability
title_full Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability
title_fullStr Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability
title_full_unstemmed Copigmentation of cyanidin 3-O-glucoside with phenolics: Thermodynamic data and thermal stability
title_sort copigmentation of cyanidin 3-o-glucoside with phenolics: thermodynamic data and thermal stability
publishDate 2019
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85065796246&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/65235
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