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;
D O I：
暂无
中图分类号：
学科分类号：
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.
引用
收藏
页码：233 / 241
页数：8
相关论文
共 50 条
  • [1] Enzymatic polymerization of dihydroquercetin using bilirubin oxidase
    Khlupova, M. E.
    Vasil'eva, I. S.
    Shumakovich, G. P.
    Morozova, O. V.
    Chertkov, V. A.
    Shestakova, A. K.
    Kisin, A. V.
    Yaropolov, A. I.
    BIOCHEMISTRY-MOSCOW, 2015, 80 (02) : 233 - 241
  • [2] Enzymatic assay for conjugated bilirubin (Bc) in serum using bilirubin oxidase (BOD)
    Kimura, S
    Iyama, S
    Yamaguchi, Y
    Hayashi, S
    Yanagihara, T
    JOURNAL OF CLINICAL LABORATORY ANALYSIS, 1999, 13 (05) : 219 - 223
  • [3] Multicopper Oxidase-Catalyzed Biotransformation of Dihydroquercetin
    Khlupova M.E.
    Vasil’eva I.S.
    Shumakovich G.P.
    Morozova O.V.
    Zaitseva E.A.
    Chertkov V.A.
    Shestakova A.K.
    Kisin A.V.
    Yaropolov A.I.
    Moscow University Chemistry Bulletin, 2018, 73 (5) : 237 - 243
  • [4] ENZYMATIC-SYNTHESIS OF POLYANILINE FILM USING A COPPER-CONTAINING OXIDOREDUCTASE - BILIRUBIN OXIDASE
    AIZAWA, M
    WANG, LL
    SHINOHARA, H
    IKARIYAMA, Y
    JOURNAL OF BIOTECHNOLOGY, 1990, 14 (3-4) : 301 - 310
  • [5] Dihydroquercetin polymerization using laccase immobilized into an ionic liquid
    M. E. Khlupova
    K. V. Lisitskaya
    A. H. Amandusova
    G. P. Shumakovich
    I. S. Vasil’eva
    E. A. Zaitseva
    O. V. Morozova
    A. I. Yaropolov
    Applied Biochemistry and Microbiology, 2016, 52 : 452 - 456
  • [6] Dihydroquercetin polymerization using laccase immobilized into an ionic liquid
    Khlupova, M. E.
    Lisitskaya, K. V.
    Amandusova, A. H.
    Shumakovich, G. P.
    Vasil'eva, I. S.
    Zaitseva, E. A.
    Morozova, O. V.
    Yaropolov, A. I.
    APPLIED BIOCHEMISTRY AND MICROBIOLOGY, 2016, 52 (04) : 452 - 456
  • [7] Enzymatic polymerization of polythiophene by immobilized glucose oxidase
    Krikstolaityte, Vida
    Kuliesius, Jurgis
    Ramanaviciene, Almira
    Mikoliunaite, Lina
    Kausaite-Minkstimiene, Asta
    Oztekin, Yasemin
    Ramanavicius, Arunas
    POLYMER, 2014, 55 (07) : 1613 - 1620
  • [8] A new enzymatic assay for selectively measuring conjugated bilirubin concentration in serum with use of bilirubin oxidase
    Kurosaka, K
    Senba, S
    Tsubota, H
    Kondo, H
    CLINICA CHIMICA ACTA, 1998, 269 (02) : 125 - 136
  • [9] Study of a fluorometric-enzymatic method for bilirubin based on chemically modified bilirubin-oxidase and multivariate calibration
    Andreu, Y
    Ostra, M
    Ubide, C
    Galbán, J
    de Marcos, S
    Castillo, JR
    TALANTA, 2002, 57 (02) : 343 - 353
  • [10] Monitoring catalytic reaction of bilirubin oxidase and determination of bilirubin and bilirubin oxidase activity by capillary electrophoresis
    Zhou, XM
    Liu, JW
    Zou, X
    Chen, JJ
    ELECTROPHORESIS, 1999, 20 (09) : 1916 - 1920
12345