Abstract
Azo dyes are a predominant class of colourants used in tattooing, cosmetics, foods and consumer products. A gene encoding NADPH-flavin azoreductase (Azo1) from the skin bacterium Staphylococcus aureus ATCC 25923 was identified and overexpressed in Escherichia coli. RT-PCR results demonstrated that the azo1 gene was constitutively expressed at the mRNA level in S. aureus. Azo1 was found to be a tetramer with a native molecular mass of 85 kDa containing four non-covalently bound FMN. Azo1 requires NADPH, but not NADH, as an electron donor for its activity. The enzyme was resolved to dimeric apoprotein by removing the flavin prosthetic groups using hydrophobic-interaction chromatography. The dimeric apoprotein was reconstituted on-column and in free stage with FMN, resulting in the formation of a fully functional native-like tetrameric enzyme. The enzyme cleaved the model azo dye 2-[4-(dimethylamino)phenylazo]benzoic acid (Methyl Red) into N,N-dimethyl-p-phenylenediamine and 2-aminobenzoic acid. The apparent Km values for NADPH and Methyl Red substrates were 0.074 and 0.057 mM, respectively. The apparent Vmax was 0.4 microM min(-1) (mg protein)(-1). Azo1 was also able to metabolize Orange II, Amaranth, Ponceau BS and Ponceau S azo dyes. Azo1 represents the first azoreductase to be identified and characterized from human skin microflora.
MeSH Terms
Amino Acid Sequence
Azo Compounds/metabolism
Bacterial Proteins/chemistry,genetics,metabolism
Cloning, Molecular
Coloring Agents/metabolism
Escherichia coli/enzymology,genetics
FMN Reductase/chemistry,genetics,metabolism
Flavoproteins/genetics,metabolism
Humans
Molecular Sequence Data
NADH, NADPH Oxidoreductases/genetics,metabolism
Nitroreductases
Sequence Analysis, DNA
Skin/microbiology
Staphylococcus aureus/enzymology,genetics,isolation & purification
Chemicals
Azo Compounds
Bacterial Proteins
Coloring Agents
Flavoproteins
methyl red
FMN Reductase
NADH, NADPH Oxidoreductases
Nitroreductases
azoreductase
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Chen Huizhong
Division of Microbiology, National Center for Toxicological Research, US FDA, 3900 NCTR Road, Jefferson, AR 72079-9502, USA.
Hopper Sherryll L
Division of Microbiology, National Center for Toxicological Research, US FDA, 3900 NCTR Road, Jefferson, AR 72079-9502, USA.
Cerniglia Carl E
Division of Microbiology, National Center for Toxicological Research, US FDA, 3900 NCTR Road, Jefferson, AR 72079-9502, USA.
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