Human myeloperoxidase (MPO) and horseradish peroxidase (HRP) catalyzed oxidation of phenol
MPO-catalyzed conversion of phenolic metabolites of benzene may be involved in benzene-induced myelotoxicity. The authors have studied the metabolism and protein binding of phenol - the major metabolite of benzene - during peroxidatic oxidation. The major metabolite observed during MPO- and HRP- catalyzed oxidation was characterized as 4,4 biphenol using HPLC and combined GC-MS. When glutathione (GSH) was added to the incubation mixtures, two additional compounds were observed during HPLC analysis which were characterized as GSH-conjugates of 4,4-diphenoquinone by fast atom bombardment MS and by NMR. ESR spectroscopy showed that both MPO-and HRP-catalyzed oxidation of phenol proceeded via the generation of free radical intermediates. Using /sup 14/C-phenol, both MPO- and HRP-catalyzed oxidations resulted in the production of species which bound covalently to boiled liver microsomal protein. The increase in binding correlated well with removal of substrate. Thus, peroxidatic oxidation of phenolic metabolites of benzene in the bone marrow may be involved in benzene-induced myelotoxicity.
- Research Organization:
- Univ. of California, Berkeley
- OSTI ID:
- 5321413
- Report Number(s):
- CONF-8604222-
- Journal Information:
- Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States), Journal Name: Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States) Vol. 45:3; ISSN FEPRA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
550600 -- Medicine
560306* -- Chemicals Metabolism & Toxicology-- Man-- (-1987)
59 BASIC BIOLOGICAL SCIENCES
62 RADIOLOGY AND NUCLEAR MEDICINE
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ANIMALS
AROMATICS
BIOCHEMICAL REACTION KINETICS
CARBON 14 COMPOUNDS
CATALYSIS
CHEMICAL COMPOSITION
CHROMATOGRAPHY
COVALENCE
ELECTRON SPIN RESONANCE
ENZYMES
GAS CHROMATOGRAPHY
HYDROXY COMPOUNDS
ISOTOPE APPLICATIONS
KINETICS
LABELLED COMPOUNDS
LIQUID COLUMN CHROMATOGRAPHY
MAGNETIC RESONANCE
MAMMALS
MAN
MASS SPECTROSCOPY
METABOLISM
METABOLITES
NMR SPECTRA
ORGANIC COMPOUNDS
OXIDOREDUCTASES
PEROXIDASES
PHENOL
PHENOLS
PRIMATES
REACTION KINETICS
RESONANCE
SEPARATION PROCESSES
SPECTRA
SPECTROSCOPY
TOXICITY
TRACER TECHNIQUES
VERTEBRATES