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由过氧化物酶反应形成的与DNA结合的苯酚氧化产物。

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

作者信息

Subrahmanyam V V, O'Brien P J

出版信息

Xenobiotica. 1985 Oct;15(10):873-85. doi: 10.3109/00498258509045038.

DOI:10.3109/00498258509045038
PMID:4072251
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.

摘要

辣根过氧化物酶/H₂O₂对苯酚的氧化作用最初会生成对,对'-联苯酚和邻,邻'-联苯酚,随后会导致聚合物的形成。邻,邻'-联苯酚是形成的主要产物,但它会迅速被氧化成聚合物,尤其是在有苯酚存在的情况下。对,对'-联苯酚会非常迅速地被氧化成对,对'-联苯醌,而对,对'-联苯醌也可能参与聚合物的形成。如果反应混合物中存在DNA,¹⁴C-苯酚氧化产物会与DNA发生广泛结合。然而,DNA的酶促水解会释放出结合的聚合物。不过,在过氧化物酶催化氧化后,对,对'-联苯酚不会与DNA结合,但邻,邻'-联苯酚在过氧化物酶催化氧化后很容易与DNA结合。氧化的邻,邻'-联苯酚结合的DNA的酶促水解也会导致聚合物的释放。

相似文献

1
Phenol oxidation product(s), formed by a peroxidase reaction, that bind to DNA.由过氧化物酶反应形成的与DNA结合的苯酚氧化产物。
Xenobiotica. 1985 Oct;15(10):873-85. doi: 10.3109/00498258509045038.
2
Peroxidase-catalysed binding of [U-14C]phenol to DNA.
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引用本文的文献

1
On the absence of polychlorinated dibenzodioxins and dibenzofurans after lactoperoxidase-catalyzed transformation of chlorophenols.乳过氧化物酶催化氯酚转化后多氯二苯并二恶英和二苯并呋喃的缺失情况
Bull Environ Contam Toxicol. 1987 Jun;38(6):962-8. doi: 10.1007/BF01609081.
2
Purification and characterization of rat intestinal peroxidase. Its activity towards 2-t-butyl-4-methoxyphenol (BHA).大鼠肠道过氧化物酶的纯化与特性研究。其对2-叔丁基-4-甲氧基苯酚(丁基羟基茴香醚,BHA)的活性
Biochem J. 1988 Mar 1;250(2):501-7. doi: 10.1042/bj2500501.
3
Peroxidase-dependent metabolism of benzene's phenolic metabolites and its potential role in benzene toxicity and carcinogenicity.
苯酚类代谢产物的过氧化物酶依赖性代谢及其在苯毒性和致癌性中的潜在作用。
Environ Health Perspect. 1989 Jul;82:23-9. doi: 10.1289/ehp.898223.
4
Metabolism of phenol and hydroquinone to reactive products by macrophage peroxidase or purified prostaglandin H synthase.巨噬细胞过氧化物酶或纯化的前列腺素H合酶将苯酚和对苯二酚代谢为反应性产物。
Environ Health Perspect. 1989 Jul;82:229-37. doi: 10.1289/ehp.8982229.
5
Metabolism of benzene and phenol in macrophages in vitro and the inhibition of RNA synthesis by benzene metabolites.
Cell Biol Toxicol. 1986 Jun;2(2):231-46. doi: 10.1007/BF00122692.
6
Peroxidase-catalyzed oxidation of chlorophenols to polychlorinated dibenzo-p-dioxins and dibenzofurans.过氧化物酶催化氯酚氧化生成多氯代二苯并对二噁英和二苯并呋喃。
Arch Environ Contam Toxicol. 1990 Nov-Dec;19(6):930-8. doi: 10.1007/BF01055064.