Identification of 6-hydroxy-trans,trans-2,4-hexadienoic acid, a novel ring-opened urinary metabolite of benzene

Journal Article · Wed Sep 01 04:00:00 EDT 1993 · Environmental Health Perspectives; (United States)

DOI:https://doi.org/10.1289/ehp.93101310· OSTI ID:5640525

Kline, S A; Robertson, J F; Grotz, V L; Goldstein, B D; Witz, G ^[1]

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1. Robert Wood Johnson Medical School, Piscataway, NJ (United States) Environmental and Occupational Health Sciences Institute, Piscataway, NJ (United States)

The authors have studied the in vivo metabolism of benzene in mice to ring-opened compounds excreted in urine. Male CD-1 mice were treated intraperitoneally with benzene (110-440 mg/kg), [[sup 14]C] benzene (220 mg/kg) or trans,trans-muconaldehyde (MUC; 4 mg/kg), a microsomal, hematotoxic metabolite of benzene. Urine, collected over 24 hr, was extracted and analyzed by HPLC with a diode-array detector and by scintillation counting. In addition to trans,trans-muconic acid, previously the only known ring-opened urinary benzene metabolite, a new metabolite, 6-hydroxy-trans,trans-2,4-hexadienoic acid, was detected in urine of mice treated with either benzene or MUC. The authors identified the new metabolite based on coelution of metabolites and UV spectral comparison with authentic standards in unmethylated and methylated urine extracts. Results presented here are consistent with the intermediacy of the ring-opened metabolites.

• OSTI ID: 5640525
• Journal Information: Environmental Health Perspectives; (United States), Journal Name: Environmental Health Perspectives; (United States) Vol. 101:4; ISSN EVHPAZ; ISSN 0091-6765
• Country of Publication: United States
• Language: English

Related Subjects

550500 -- Metabolism
560300* -- Chemicals Metabolism & Toxicology
59 BASIC BIOLOGICAL SCIENCES
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ANIMALS
AROMATICS
BENZENE
BIOLOGICAL INDICATORS
BIOLOGICAL MATERIALS
BIOLOGICAL WASTES
BODY
BODY FLUIDS
CARBOXYLIC ACIDS
COUNTING TECHNIQUES
DIGESTIVE SYSTEM
GLANDS
HYDROCARBONS
HYDROXY ACIDS
IN VIVO
LIVER
MAMMALS
MATERIALS
METABOLISM
METABOLITES
MICE
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANS
RODENTS
SCINTILLATION COUNTING
TOXICITY
URINE
VERTEBRATES
WASTES