Burkholderia strain (JT 1500), able to use 2-naphthoate as the sole source of
carbon, was isolated from soil. On the basis of growth characteristics,
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. During growth in the presence of 2-naphthoate, six metabolites were detected by thin-layer chromatography, high-performance liquid chromatography, and spectroscopy.
1-Hydroxy-2-naphthoate accumulated in the culture broth during growth on 2-naphthoate. Also, the formation of
2'-carboxybenzalpyruvate, phthalaldehydate,
phthalate, protocatechuate, and beta-carboxy-cis,cis-
muconic acid was demonstrated. (1R,2S)-cis-1,2-Dihydro-1,2-dihydroxy-2-naphthoate was thus considered an intermediate between 2-naphthoate and
1-hydroxy-2-naphthoate, but it was not transformed by whole cells or their extracts. We conclude that this diol is not responsible for the formation of
1-hydroxy-2-naphthoate from 2-naphthoate but that one of the other three diastereomers is not eliminated as a potential intermediate for a
dehydration reaction.