Subrahmanyam V V, O'Brien P J
Xenobiotica. 1985 Oct;15(10):873-85. doi: 10.3109/00498258509045038.
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.
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。