p-Hydroxyphenylacetic Acid Metabolism in Pseudomonas putida F6.
Pseudomonas putida F6 was found to metabolize p-hydroxyphenylacetic acid through 3,4-dihydroxyphenylacetic acid, 3,4-dihydroxymandelic acid, and 3,4-dihydroxybenzaldehyde. Cell extracts of P. putida F6 catalyze the NAD(P)H-independent hydroxylation of p-hydroxyphenylacetic acid to 3,4-dihydroxyphenylacetic acid which is further oxidized to 3,4-dihydroxymandelic acid. Oxidation and decarboxylation of the latter yields 3,4-dihydroxybenzaldehyde. A red-brown color accompanies all of the above enzyme activities and is probably due to the polymerization of quinone-like compounds. 3,4-Dihydroxybenzaldehyde is further metabolized through extradiol ring cleavage.
O'Connor
K E
KE
Institut fur Biotechnologie, ETH Honggerberg, Zurich, Switzerland. kevin.oconnor@ucd.ie
Witholt
B
B
Duetz
W
W
D015102:3,4-Dihydroxyphenylacetic Acid / Q000378:metabolism; D000332:Aerobiosis; D000693:Anaerobiosis; D001547:Benzaldehydes / Q000378:metabolism; D002396:Catechols / Q000378:metabolism; D008333:Mandelic Acids / Q000378:metabolism; D006899:Mixed Function Oxygenases / Q000378:metabolism; D008954:Models, Biological; D010101:Oxygen Consumption; D010103:Oxygen Isotopes; D010648:Phenylacetates / Q000378:metabolism*; D016958:Pseudomonas putida / Q000378:metabolism*
D001547:Benzaldehydes; D002396:Catechols; D008333:Mandelic Acids; D010103:Oxygen Isotopes; D010648:Phenylacetates; D015102:3,4-Dihydroxyphenylacetic Acid; C008070:4-hydroxyphenylacetic acid; C005581:protocatechualdehyde; C000989:3,4-dihydroxymandelic acid; D006899:Mixed Function Oxygenases; C026252:4-hydroxyphenylacetate 3-monooxygenase