Investigation of fluorescence properties of cyanidin and cyanidin 3-O-β-glucopyranoside

被引:20
|
作者
Rakic, Violeta P. [1 ]
Ota, Ajda M. [2 ]
Skrt, Mihaela A. [2 ]
Miljkovic, Milena N. [3 ]
Kostic, Danijela A. [3 ]
Sokolovic, Dugan T. [4 ]
Ulrih, Natasa E. Poklar [2 ,5 ]
机构
[1] Coll Agr & Food Technol, Prokuplje 18400, Serbia
[2] Univ Ljubljana, Biotech Fac, Dept Food Sci & Technol, Ljubljana, Slovenia
[3] Univ Nis, Fac Sci & Math, Dept Chem, Nish, Serbia
[4] Univ Nis, Fac Med, Nish, Serbia
[5] Ctr Excellence Integrated Approaches Chem & Biol, Ljubljana, Slovenia
关键词
anthocyanins; anthocyanidins; cyanidin; 3-glucopyranoside; fluorescence emission spectra; UV-Vis absorption spectra; AQUEOUS-SOLUTIONS; ANTHOCYANIN PIGMENTS; COLOR STABILITY; IN-VIVO; L; PH; ANTIOXIDANT; FRUIT; RED; COPIGMENTATION;
D O I
10.2298/HEMIND140203030R
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
The absorption and fluorescence emission spectra of cyanidin and cyanidin 3-O-beta-glucopyranoside (Cy3G1c) at pH 5.5 in aqueous solution have been studied. The most effective fluorescence excitations of cyanidin were at the UV absorption maxima at 220 and 230 nm and at higher wavelengths at 270 and 280 nm. Cyanidin exhibits fluorescence emission maxima at 310 nm and in the visible range at 615 nm. The most effective fluorescence excitation for the Cy3GIc was at 220 and at 230 nm, and at higher wavelengths at 300 and at 310 nm. The Cy3G1c has fluorescence emission spectra with the maximum at 380 nm and does not show fluorescence emission in the visible range. If compare fluorescence emission spectra of cyanidin and Cy3G1c, it can be seen that fluorescence emission intensity for cyanidin is significantly higher than that for Cy3G1c. These results revealed the impact of 3-glucosidic substitution at C-3 of aglycone (to form Cy3G1c) on the significantly decrease in fluorescence emission intensity, and disappearance of the fluorescence emission in visible wavelength range.
引用
收藏
页码:155 / 163
页数:9
相关论文
共 50 条
  • [41] Protective effects of dietary cyanidin 3-O-β-D-glucoside on liver ischemia-reperfusion injury in rats
    Tsuda, T
    Horio, F
    Kitoh, J
    Osawa, T
    ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1999, 368 (02) : 361 - 366
  • [42] Anti-inflammatory activity of cyanidin-3-O-glucoside and cyanidin-3-O-glucoside liposomes in THP-1 macrophages
    Hao, Xuefang
    Guan, Rongfa
    Huang, Haizhi
    Yang, Kai
    Wang, Lina
    Wu, Yuanfeng
    FOOD SCIENCE & NUTRITION, 2021, 9 (12): : 6480 - 6491
  • [43] Differential Effects of Cyanidin and Cyanidin-3-glucoside on Human Cell Lines
    Takeuchi, Masayuki
    Ohtani, Katsuki
    Ma, Yanju
    Kato, Sanae
    Semba, Shingo
    Katoh, Tsuyoshi
    Wakamiya, Nobutaka
    Taniguchi, Takanobu
    FOOD SCIENCE AND TECHNOLOGY RESEARCH, 2011, 17 (06) : 515 - 521
  • [44] Interaction of cyanidin-3-O-glucoside with three proteins
    Tang Lin
    Li Shu
    Bi Hongna
    Gao Xin
    FOOD CHEMISTRY, 2016, 196 : 550 - 559
  • [45] Noncovalent interaction of cyanidin-3-O-glucoside with whey protein isolate and β-lactoglobulin: Focus on fluorescence quenching and antioxidant properties
    Meng, Yueyue
    Hao, Linlin
    Tan, Ying
    Yang, Yuzhuo
    Liu, Libo
    Li, Chun
    Du, Peng
    LWT-FOOD SCIENCE AND TECHNOLOGY, 2021, 137
  • [46] Neuroprotective effects of the cyanidin-3-O-β-D-glucopyranoside isolated from mulberry fruit against cerebral ischemia
    Kang, TH
    Hur, JY
    Kim, HB
    Ryu, JH
    Kim, SY
    NEUROSCIENCE LETTERS, 2006, 391 (03) : 122 - 126
  • [47] Neuroprotective effects of cyanidin 3-O-glucopyranoside on amyloid beta (25-35) oligomer-induced toxicity
    Tarozzi, Andrea
    Morroni, Fabiana
    Merlicco, Adriana
    Bolondi, Cecilia
    Teti, Gabriella
    Falconi, Mirella
    Cantelli-Forti, Giorgio
    Hrelia, Patrizia
    NEUROSCIENCE LETTERS, 2010, 473 (02) : 72 - 76
  • [48] Comparative Study of Binding Behaviors of Cyanidin, Cyanidin-3-Galactoside, Peonidin with Tyrosinase
    Wang, Meizi
    Chen, Rongda
    Wang, Suqing
    Cui, Jingjing
    Lian, Di
    Li, Li
    JOURNAL OF FLUORESCENCE, 2024, 34 (04) : 1747 - 1760
  • [49] Dietary cyanidin 3-O-β-D-glucoside-rich purple corn color prevents obesity and ameliorates hyperglycemia in mice
    Tsuda, T
    Horio, F
    Uchida, K
    Aoki, H
    Osawa, T
    JOURNAL OF NUTRITION, 2003, 133 (07): : 2125 - 2130
  • [50] Methylation of Cyanidin-3-O-Glucoside with Dimethyl Carbonate
    Strassmann, Sarah
    Brehmer, Tillman
    Passon, Maike
    Schieber, Andreas
    MOLECULES, 2021, 26 (05):