Degradation pathway of an anthraquinone dye catalyzed by a unique peroxidase DyP from Thanatephorus cucumeris Dec 1.
The reactants produced by action of a purified unique dye-decolorizing peroxidase, DyP, on a commercial anthraquinone dye, Reactive Blue 5, were investigated using electrospray ionization mass spectrometry (ESI-MS), thin-layer chromatography (TLC), and (1)H- and (13)C- nuclear magnetic resonance (NMR). The results of ESI-MS analysis showed that phthalic acid, a Product 2 (molecular weight 472.5), and a Product 3 (molecular weight 301.5), were produced. Product 2 and Product 3 were generated by usual peroxidase reaction, whereas phthalic acid was generated by hydrolase- or oxygenase-catalyzed reaction. One potential associated product, o-aminobenzene sulfonic acid, was found to be converted to 2,2'-disulfonyl azobenzene by ESI-MS and NMR analyses. From these results, we propose, for the first time, the degradation pathway of an anthraquinone dye by the enzyme DyP.
Sugano
Yasushi
Y
R1-30 Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama, 226-8503, Japan. ysugano@res.titech.ac.jp
Matsushima
Yuko
Y
Tsuchiya
Katsunori
K
Aoki
Hirokazu
H
Hirai
Mitsuyo
M
Shoda
Makoto
M
D000880:Anthraquinones / Q000737:chemistry / Q000378:metabolism*; D001487:Basidiomycota / Q000201:enzymology*; D055162:Biocatalysis; D002855:Chromatography, Thin Layer; D004396:Coloring Agents / Q000378:metabolism*; D006867:Hydrolases / Q000378:metabolism; D008279:Magnetic Resonance Imaging; D053858:Metabolic Networks and Pathways / Q000187:drug effects; D009195:Peroxidase / Q000378:metabolism*; D010795:Phthalic Acids / Q000737:chemistry / Q000378:metabolism; D021241:Spectrometry, Mass, Electrospray Ionization; D013425:Sulfanilic Acids / Q000737:chemistry / Q000378:metabolism
D000880:Anthraquinones; D004396:Coloring Agents; D010795:Phthalic Acids; C544286:Reactive Blue 5; D013425:Sulfanilic Acids; C032279:phthalic acid; D009195:Peroxidase; D006867:Hydrolases