Coupled metabolic and photolytic pathway for degradation of pyridinedicarboxylic acids, especially dipicolinic acid

Journal Article · Tue May 01 00:00:00 EDT 1990 · Applied and Environmental Microbiology; (USA)

OSTI ID:6613024

Amador, J A ^[1]; Taylor, B F ^[2]

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1. Cornell Univ. Ithace, NY (USA)
2. Univ. of Miami, FL (USA)

Three isomers of pyridinedicarboxylic acid (PDCA) (2,3-, 2,5-, and 2,6-PDCA) were partially oxidized by marine bacteria when grown aerobically on the corresponding phthalate analogs. The metabolites, unlike the parent PDCAs, absorbed light in the solar actinic range (wavelengths greater than 300 nm) and were readily degraded in sunlight. The principal product from 2,6-PDCA (dipicolinic acid) metabolism was extracted from a culture fluid, purified by column chromatography, and analyzed by UV-visible, infrared, and {sup 13}C nuclear magnetic resonance spectroscopy. The compound was identified as 2,3-dihydroxypicolinic acid (2,3-DHPA). 2,3-DHPA was photolyzed in aqueous solution (pH 8.0) with a half-life of 100 min. Eight photoproducts, three of which were photolabile, were detected by high performance liquid chromatography. Ammonia was also photoproduced from 2,3-DHPA. Analysis of the photoproducts by UV-visible spectroscopy and by high-performance liquid chromatography of 2,4-dinitrophenylhydrazones indicated that the products were conjugated carbonyls and carboxylic acids. Six of the photoproducts were readily consumed by bacterial strain CC9M. In illuminated aquatic environments, couple bio- and photodegradative mechanisms probably contribute to the degradation of PDCAs.

• OSTI ID: 6613024
• Journal Information: Applied and Environmental Microbiology; (USA), Vol. 56:5; ISSN 0099-2240
• Country of Publication: United States
• Language: English

Related Subjects

54 ENVIRONMENTAL SCIENCES
BACTERIA
METABOLISM
PYRIDINES
BIODEGRADATION
PHOTOLYSIS
AMMONIA
BIOLOGICAL PATHWAYS
METABOLITES
PHTHALATES
AZINES
CARBOXYLIC ACID SALTS
CHEMICAL REACTIONS
DECOMPOSITION
HETEROCYCLIC COMPOUNDS
HYDRIDES
HYDROGEN COMPOUNDS
MICROORGANISMS
NITROGEN COMPOUNDS
NITROGEN HYDRIDES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHOTOCHEMICAL REACTIONS
540320* - Environment
Aquatic- Chemicals Monitoring & Transport- (1990-)