Itoh N, Hasan A K, Izumi Y, Yamada H
Department of Agricultural Chemistry, Faculty of Agriculture, Kyoto University, Japan.
Eur J Biochem. 1988 Mar 1;172(2):477-84. doi: 10.1111/j.1432-1033.1988.tb13913.x.
Many organic compounds were found to be substrates for halogenation reactions catalyzed by the non-heme-type bromoperoxidase found in the red alga Corallina pilulifera. Anisole, 1-methoxynaphthalene and thiophene were converted to o and p-bromoanisoles, 1-methoxy-4-bromonaphthalene and 2-bromothiophene respectively. Regiospecificity of the enzymatic bromination of anisole was tested and found to be the same as in the chemical reaction with NaOBr. The enzyme also acted on substituted alkenes such as styrene, cyclohexene, trans-cinnamic acid, trans-cinnamyl alcohol and cis-propenylphosphonic acid, to give the respective bromohydrin compounds or decarboxylated bromo compound. These bromohydrin compounds were always mixtures of stereoisomers. In the light of the above findings together with the previous studies concerning the halogenation mechanism, the bromoperoxidase of C. pilulifera was considered to have no specific restriction site for these substrates.
人们发现，许多有机化合物都是红藻珊瑚藻中发现的非血红素型溴过氧化物酶催化的卤化反应的底物。苯甲醚、1-甲氧基萘和噻吩分别转化为邻溴苯甲醚和对溴苯甲醚、1-甲氧基-4-溴萘和2-溴噻吩。对苯甲醚酶促溴化反应的区域特异性进行了测试，发现其与用NaOBr进行的化学反应相同。该酶还作用于取代烯烃，如苯乙烯、环己烯、反式肉桂酸、反式肉桂醇和顺式丙烯基膦酸，生成相应的溴醇化合物或脱羧溴化合物。这些溴醇化合物总是立体异构体的混合物。鉴于上述发现以及先前关于卤化机制的研究，珊瑚藻的溴过氧化物酶被认为对这些底物没有特定的限制位点。
