Chemical quenching of singlet oxygen by betanin

被引：13

作者：

Wendel, Monika ^{[1
]}

Nizinski, Stanislaw ^{[1
]}

Gierszewski, Mateusz ^{[2
]}

Prukala, Dorota ^{[2
]}

Sikorski, Marek ^{[2
]}

Starzak, Karolina ^{[3
]}

Wybraniec, Slawomir ^{[3
]}

Burdzinski, Gotard ^{[1
]}

机构：

[1] Adam Mickiewicz Univ, Fac Phys, Quantum Elect Lab, Umultowska 85, PL-61614 Poznan, Poland

[2] Adam Mickiewicz Univ, Fac Chem, Umultowska 89B, PL-61614 Poznan, Poland

[3] Cracow Univ Technol, Fac Chem Engn & Technol, Inst C 1, Dept Analyt Chem, Warszawska 24, PL-31155 Krakow, Poland

来源：

PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES | 2016年 / 15卷 / 07期

关键词：

MOLECULAR-OXYGEN; QUANTUM YIELDS; RATE CONSTANTS; BETALAINS; BETACYANIN; STATE; ANTHOCYANINS; ACCUMULATION; GENERATION; MECHANISMS;

D O I：

10.1039/c6pp00037a

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：

Betanin is the best known natural dye belonging to the betacyanin family. In this work, efficient singlet oxygen quenching by betanin in deuterated water with the rate constant 1.20 +/- 0.15 x 10(8) M-1 s(-1) is reported, deduced from the O-1(2) phosphorescence decays measured as a function of betanin concentration. The quenching occurs by a chemical mechanism, as confirmed by the analysis of the transient absorption kinetics at the probe lambda similar to 535 nm, by comparison of the initial triplet signal amplitude of perinaphthenone acting as the O-1(2) photosensitizer with the final bleaching signal of betanin. The main betanin oxidation product is 2-decarboxy-2,3-dehydrobetanin, with its formation observed as the transient absorption signal at lambda similar to 445 nm. LC-MS/MS analysis of the photolyzed solutions supports the product identification as 2-decarboxy-2,3-dehydrobetanin, based on the molecular ion [M](+) observed at m/z 505. Isobetanin also undergoes a similar photooxidation reaction.

引用

页码：872 / 878

页数：7

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