Evidence for the role of 2-hydroxychromene-2-carboxylate isomerase in the degradation of anthracene by Sphingomonas yanoikuyae B1.
Sphingomonas yanoikuyae B1 is extremely versatile in its catabolic ability. An insertional mutant strain, S. yamoikuyae EK504, which is unable to grow on naphthalene due to the loss of 2-hydroxychromene-2-carboxylate isomerase activity, was utilized to investigate the role of this enzyme in the degradation of anthracene by S. yanoikuyae B1. Although EK504 is unable to grow on anthracene, this strain could transform anthracene to some extent. A metabolite in the degradation of anthracene by EK504 was isolated by high-pressure liquid chromatography (HPLC) and was identified as 6,7-benzocoumarin by UV-visible, gas-chromatographic, HPLC/mass-spectrometric, and 1H nuclear magnetic resonance spectral techniques. The identification of 6,7-benzocoumarin provides direct chemical and genetic evidence for the involvement of nahD in the degradation of anthracene by S. yanoikuyae B1.
Kim
E
E
Division of Microbiology, National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA.
Zylstra
G J
GJ
Freeman
J P
JP
Heinze
T M
TM
Deck
J
J
Cerniglia
C E
CE
D000873:Anthracenes / Q000378:metabolism*; D001673:Biodegradation, Environmental; D003374:Coumarins / Q000378:metabolism; D006088:Gram-Negative Aerobic Bacteria / Q000201:enzymology* / Q000378:metabolism; D019746:Intramolecular Oxidoreductases; D007535:Isomerases / Q000378:metabolism*; D008956:Models, Chemical; D009281:Naphthalenes / Q000378:metabolism
D000873:Anthracenes; D003374:Coumarins; D009281:Naphthalenes; C031721:naphthalene; D007535:Isomerases; D019746:Intramolecular Oxidoreductases; C078381:2-hydroxychromene-2-carboxylate isomerase; C034020:anthracene