Degradation of homovanillate by a strain of Variovorax paradoxus via ring hydroxylation.
A newly isolated strain of Variovorax paradoxus could grow on homovanillate and several monohydroxylated phenylacetic acids. During growth on homovanillate, the organism formed separate NAD(P)H-dependent hydroxylases with activity towards 4-hydroxyphenylacetic acid and homovanillate. Homovanillate hydroxylase catalysed a typical monooxygenase reaction and had little activity towards 4-hydroxyphenylacetic acid GC-MS and TLC analysis suggested that homovanillate was 1-hydroxylated to yield a dihydroxymonomethoxyphenylacetic acid which served as a substrate for homogentisate 1,2-dioxygenase. Methanol, but not formaldehyde, was released either during ring-cleavage or subsequent metabolism of the ring-cleavage product.
Allison
N
N
Centre for Applied Microbiology and Research, Porton Down, Salisbury, UK.
Turner
J E
JE
Wait
R
R
D000421:Alcaligenes / Q000254:growth & development / Q000302:isolation & purification / Q000378:metabolism*; D001673:Biodegradation, Environmental; D049308:Dioxygenases; D050560:Homogentisate 1,2-Dioxygenase; D006719:Homovanillic Acid / Q000737:chemistry / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D006900:Hydroxylation; D007700:Kinetics; D000432:Methanol / Q000378:metabolism; D006899:Mixed Function Oxygenases / Q000378:metabolism; D010101:Oxygen Consumption; D010105:Oxygenases / Q000378:metabolism; D010648:Phenylacetates / Q000378:metabolism; D012988:Soil Microbiology
D010648:Phenylacetates; C008070:4-hydroxyphenylacetic acid; D006899:Mixed Function Oxygenases; D010105:Oxygenases; D049308:Dioxygenases; D050560:Homogentisate 1,2-Dioxygenase; D006719:Homovanillic Acid; D000432:Methanol