A Burkholderia strain (JT 1500), able to use 2-naphthoate as the sole
source of carbon, was isolated from soil. On the basis of growth chara
cteristics, oxygen uptake experiments, enzyme assays, and detection of
intermediates, a degradation pathway of 2-naphthoate is proposed. The
features of this pathway are convergent with those for phenanthrene.
We propose a pathway for the conversion of 2-naphthoate to 1 mol (each
) of pyruvate, succinate, and acetyl coenzyme A and 2 mol of CO2. Duri
ng growth in the presence of 2-naphthoate, six metabolites were detect
ed by thin-layer chromatography, high-performance liquid chromatograph
y, and spectroscopy, 1-Hydroxy-2-naphthoate accumulated in the culture
broth during growth on 2-naphthoate. Also, the formation of 2'-carbox
ybenzalpyruvate, phthalaldehydate, phthalate, protocatechuate, and bet
a-carboxy-cis,cis-muconic acid was demonstrated. (LR,2S)-cis-1,2-Dihyd
ro-1,2-dihydroxy-2-naphthoate was thus considered an intermediate betw
een 2-naphthoate and 1-hydroxy-2-naphthoate, but it was not transforme
d by whole cells or their extracts. We conclude that this diol is not
responsible for the formation of 1-hydroxy-2-naphthoate from 2-naphtho
ate but that one of the other three diastereomers is not eliminated as
a potential intermediate fora dehydration reaction.