Goszczynski S, Paszczynski A, Pasti-Grigsby M B, Crawford R L, Crawford D L
Department of Bacteriology and Biochemistry, College of Agriculture, University of Idaho, Moscow 83844.
J Bacteriol. 1994 Mar;176(5):1339-47. doi: 10.1128/jb.176.5.1339-1347.1994.
Pathways for the degradation of 3,5-dimethyl-4-hydroxy-azobenzene-4'-sulfonic acid (I) and 3-methoxy-4-hydroxyazobenzene-4'-sulfonamide (II) by the manganese peroxidase and ligninase of Phanerochaete chrysosporium and by the peroxidase of Streptomyces chromofuscus have been proposed. Twelve metabolic products were found, and their mechanisms of formation were explained. Preliminary oxidative activation of the dyes resulted in the formation of cationic species, making the molecules vulnerable to the nucleophilic attack of water. Two types of hydrolytic cleavage were observed. Asymmetric splitting gave rise to quinone and diazene derivatives, while symmetric splitting resulted in the formation of quinone monoimine and nitroso derivatives. These unstable intermediates underwent further redox, oxidation, and hydrolytic transformation, eventually furnishing 11 organic products and ammonia.
已提出了通过黄孢原毛平革菌的锰过氧化物酶和木质素酶以及暗产色链霉菌的过氧化物酶降解3,5-二甲基-4-羟基偶氮苯-4'-磺酸（I）和3-甲氧基-4-羟基偶氮苯-4'-磺酰胺（II）的途径。发现了12种代谢产物，并解释了它们的形成机制。染料的初步氧化活化导致阳离子物种的形成，使分子易受水的亲核攻击。观察到两种类型的水解裂解。不对称裂解产生醌和重氮衍生物，而对称裂解导致醌单亚胺和亚硝基衍生物的形成。这些不稳定的中间体经历了进一步的氧化还原、氧化和水解转化，最终产生了11种有机产物和氨。
