Contribution of each caffeoyl residue of the pigment molecule of gentiodelphin to blue color development

被引:55
作者
Yoshida, K [2 ]
Toyama, Y
Kameda, K
Kondo, T
机构
[1] Sugiyama Jogakuen Univ, Sch Life Sci, Nagoya, Aichi 4648662, Japan
[2] Nagoya Univ, Grad Sch Human Informat, Nagoya, Aichi 4648601, Japan
[3] Nagoya Univ, Chem Instrument Ctr, Nagoya, Aichi 4648602, Japan
关键词
Gentiana makinoi; gentiodelphin; acylated anthocyanin; intramolecular stacking; flower color development; conformational analysis;
D O I
10.1016/S0031-9422(00)00049-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
To clarify the function of each caffeoyl residue in the diacylated anthocyanin gentiodelphin, a pigment from the blue flower of Gentiana makinoi, two mono-deacyl derivatives were compared for both color development and stability. In neutral solution, 3.5-di-O-beta-D-glucopyranosyl-3'-O-(6-O-caffeoyl-beta-D-glucopyranosyl)delphinidin was both bluer and more stable than 3,3'-di-0-8D-glucopyrannsyl-5-O-(6-O-caffeoyl-beta-D-glucopyranosyl)delphinidin. Conformational analysis of each derivative under acidic conditions revealed only the 3'-O-caffeoylglucopyranosyl derivative to demonstrate intramolecular stacking. Additionally, the acyl residue in the B-ring contributed more to blue color development than that in the A-ring. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:85 / 92
页数:8
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