Charge-transfer complexation as a general phenomenon in the copigmentation of anthocyanins

Palmira Ferreira Da Silva; João C. Lima; Adilson A. Freitas; Karina Shimizu; Antonio L. Maçanita; Frank H. Quina

doi:10.1021/jp052106s

Charge-transfer complexation as a general phenomenon in the copigmentation of anthocyanins

Palmira Ferreira Da Silva, João C. Lima, Adilson A. Freitas, Karina Shimizu, Antonio L. Maçanita, Frank H. Quina

Research output: Contribution to journal › Article › peer-review

72 Citations (Scopus)

Abstract

Color intensification of anthocyanin solutions in the presence of natural polyphenols (copigmentation) is re-interpreted in terms of charge transfer from the copigment to the anthocyanin. Flavylium cations are shown to be excellent electron acceptors (E_red ≈ -0.3 V vs SCE). It is also demonstrated, for a large series of anthocyanin-copigment pairs, that the standard Gibbs free energy of complex formation decreases linearly with EA _Anthoc - IP_Cop, the difference between the electron affinity of the anthocyanin, EA_Anthoc, and the ionization potential of the copigment, IP_cop- Based on this correlation, copigmentation strengths of potential candidates for copigments can be predicted.

Original language	English
Pages (from-to)	7329-7338
Number of pages	10
Journal	Journal of Physical Chemistry A
Volume	109
Issue number	32
DOIs	https://doi.org/10.1021/jp052106s
Publication status	Published - 18 Aug 2005

Keywords

Anthocyanins
Flowers
Flavylium cation

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title = "Charge-transfer complexation as a general phenomenon in the copigmentation of anthocyanins",

abstract = "Color intensification of anthocyanin solutions in the presence of natural polyphenols (copigmentation) is re-interpreted in terms of charge transfer from the copigment to the anthocyanin. Flavylium cations are shown to be excellent electron acceptors (Ered ≈ -0.3 V vs SCE). It is also demonstrated, for a large series of anthocyanin-copigment pairs, that the standard Gibbs free energy of complex formation decreases linearly with EA Anthoc - IPCop, the difference between the electron affinity of the anthocyanin, EAAnthoc, and the ionization potential of the copigment, IPcop- Based on this correlation, copigmentation strengths of potential candidates for copigments can be predicted.",

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AU - Ferreira Da Silva, Palmira

AU - Lima, João C.

AU - Freitas, Adilson A.

AU - Shimizu, Karina

AU - Maçanita, Antonio L.

AU - Quina, Frank H.

PY - 2005/8/18

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AB - Color intensification of anthocyanin solutions in the presence of natural polyphenols (copigmentation) is re-interpreted in terms of charge transfer from the copigment to the anthocyanin. Flavylium cations are shown to be excellent electron acceptors (Ered ≈ -0.3 V vs SCE). It is also demonstrated, for a large series of anthocyanin-copigment pairs, that the standard Gibbs free energy of complex formation decreases linearly with EA Anthoc - IPCop, the difference between the electron affinity of the anthocyanin, EAAnthoc, and the ionization potential of the copigment, IPcop- Based on this correlation, copigmentation strengths of potential candidates for copigments can be predicted.

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Charge-transfer complexation as a general phenomenon in the copigmentation of anthocyanins

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Keywords

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