Literature DB >> 4072251

Phenol oxidation product(s), formed by a peroxidase reaction, that bind to DNA.

V V Subrahmanyam, P J O'Brien.   

Abstract

Phenol oxidation by horseradish peroxidase/H2O2 initially results in p,p'-biphenol and o.o'-biphenol formation and subsequently results in polymer formation. o,o'-Biphenol is the major product formed, but it is rapidly oxidized to the polymer, particularly in the presence of phenol. p,p'-Biphenol is very rapidly oxidized to p,p'-biphenoquinone which can also be involved in polymer formation. Extensive binding of 14C-phenol oxidation products to DNA occurs if the DNA is present in the reaction mixture. However, enzymic hydrolysis of DNA releases the bound polymers. p,p'-Biphenol, however, did not bind to DNA following peroxidase-catalysed oxidation, but o,o'-biphenol readily binds to DNA following peroxidase-catalysed oxidation. Enzymic hydrolysis of the oxidized o,o'-biphenol-bound DNA also resulted in the release of the polymers.

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Year:  1985        PMID: 4072251     DOI: 10.3109/00498258509045038

Source DB:  PubMed          Journal:  Xenobiotica        ISSN: 0049-8254            Impact factor:   1.908


  6 in total

1.  Purification and characterization of rat intestinal peroxidase. Its activity towards 2-t-butyl-4-methoxyphenol (BHA).

Authors:  M Valoti; L Della Corte; K F Tipton; G Sgaragli
Journal:  Biochem J       Date:  1988-03-01       Impact factor: 3.857

2.  On the absence of polychlorinated dibenzodioxins and dibenzofurans after lactoperoxidase-catalyzed transformation of chlorophenols.

Authors:  L G Oberg; S E Swanson
Journal:  Bull Environ Contam Toxicol       Date:  1987-06       Impact factor: 2.151

3.  Metabolism of benzene and phenol in macrophages in vitro and the inhibition of RNA synthesis by benzene metabolites.

Authors:  G Post; R Snyder; G F Kalf
Journal:  Cell Biol Toxicol       Date:  1986-06       Impact factor: 6.691

4.  Peroxidase-catalyzed oxidation of chlorophenols to polychlorinated dibenzo-p-dioxins and dibenzofurans.

Authors:  L G Oberg; B Glas; S E Swanson; C Rappe; K G Paul
Journal:  Arch Environ Contam Toxicol       Date:  1990 Nov-Dec       Impact factor: 2.804

Review 5.  Peroxidase-dependent metabolism of benzene's phenolic metabolites and its potential role in benzene toxicity and carcinogenicity.

Authors:  M T Smith; J W Yager; K L Steinmetz; D A Eastmond
Journal:  Environ Health Perspect       Date:  1989-07       Impact factor: 9.031

6.  Metabolism of phenol and hydroquinone to reactive products by macrophage peroxidase or purified prostaglandin H synthase.

Authors:  M J Schlosser; R D Shurina; G F Kalf
Journal:  Environ Health Perspect       Date:  1989-07       Impact factor: 9.031

  6 in total

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