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

被引:66
作者
da Silva, PF
Lima, JC
Freitas, AA
Shimizu, K
Maçanita, AL [1 ]
Quina, FH
机构
[1] Univ Tecn Lisboa, Inst Super Tecn, Ctr Quim Estrutural, Lisbon, Portugal
[2] Univ Nova Lisboa, FCT, Dept Quim, Ctr Quim Fina & Biotecnol, Lisbon, Portugal
[3] Univ Sao Paulo, Inst Quim, Sao Paulo, Brazil
关键词
D O I
10.1021/jp052106s
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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 approximate to -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, EA(Anthoc) and the ionization potential of the copigment, IPcop. Based on this correlation, copigmentation strengths of potential candidates for copigments can be predicted.
引用
收藏
页码:7329 / 7338
页数:10
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