Enzymatic polymerization of dihydroquercetin using bilirubin oxidase

被引：0
|
作者：
M. E. Khlupova
I. S. Vasil’eva
G. P. Shumakovich
O. V. Morozova
V. A. Chertkov
A. K. Shestakov
A. V. Kisin
A. I. Yaropolov
机构：
[1] Russian Academy of Sciences,A. N. Bach Institute of Biochemistry
[2] Lomonosov Moscow State University,Faculty of Chemistry
[3] State Research Institute of Chemistry and Technology of Organoelement Compounds,undefined
来源：
Biochemistry (Moscow) | 2015年 / 80卷
关键词：
dihydroquercetin; enzymatic polymerization; bilirubin oxidase; oligomers; H and ; C NMR spectra;
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摘要：
Dihydroquercetin (or taxifolin) is one of the most famous flavonoids and is abundant in Siberian larch (Larix sibirica). The oxidative polymerization of dihydroquercetin (DHQ) using bilirubin oxidase as a biocatalyst was investigated and some physicochemical properties of the products were studied. DHQ oligomers (oligoDHQ) with molecular mass of 2800 and polydispersity of 8.6 were obtained by enzymatic reaction under optimal conditions. The oligomers appeared to be soluble in dimethylsulfoxide, dimethylformamide, and methanol. UV-visible spectra of oligoDHQ in dimethylsulfoxide indicated the presence of highly conjugated bonds. The synthesized oligoDHQ was also characterized by FTIR and 1H and 13C NMR spectroscopy. Comparison of NMR spectra of oligoDHQ with DHQ monomer and the parent flavonoids revealed irregular structure of a polymer formed via the enzymatic oxidation of DHQ followed by nonselective radical polymerization. As compared with the monomer, oligoDHQ demonstrated higher thermal stability and high antioxidant activity.
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页码：233 / 241
页数：8
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