Boll M, Fuchs G
Angewandte Mikrobiologie, Universität Ulm, Germany.
Eur J Biochem. 1995 Dec 15;234(3):921-33. doi: 10.1111/j.1432-1033.1995.921_a.x.
Anoxic metabolism of many aromatic compounds proceeds via the common intermediate benzoyl-CoA. Benzoyl-CoA is dearomatized by benzoyl-CoA reductase (dearomatizing) in a two-electron reduction step, possibly yielding cyclohex-1,5-diene-1-carboxyl-CoA. This process has to overcome a high activation energy and is considered a biological Birch reduction. The central, aromatic-ring-reducing enzyme was investigated for the first time in the denitrifying bacterium Thauera aromatica strain K172. A spectrophotometric assay was developed which was strictly dependent on MgATP, both with cell extract and with purified enzyme. The oxygen-sensitive new enzyme was purified 35-fold with 20% yield under anaerobic conditions in the presence of 0.25 mM dithionite. It had a native molecular mass of approximately 170 kDa and consisted of four subunits a,b,c,d of 48, 45, 38 and 32 kDa. The oligomer composition of the protein most likely is abcd. The ultraviolet/visible spectrum of the protein as isolated, but without dithionite, was characteristic for an iron-sulfur protein with an absorption maximum at 279 nm and a broad shoulder at 390 nm. The estimated molar absorption coefficient at 390 nm was 35,000 M-1 cm-1. Reduction of the enzyme by dithionite resulted in a decrease of absorbance at 390 nm, and the colour turned from greenish-brown to red-brown. The enzyme contained 10.8 +/- 1.5 mol Fe and 10.5 +/- 1.5 mol acid-labile sulfur/mol. Besides zinc (0.5 mol/mol protein) no other metals nor selenium could be detected in significant amounts. The enzyme preparation contained a flavin or flavin-like compound; the estimated content was 0.3 mol/mol enzyme. The enzyme reaction required MgATP and a strong reductant such as Ti(III). The reaction catalyzed is: benzoyl-CoA + 2 Ti(III) + n ATP-->non-aromatic acyl-CoA + 2 Ti(IV) + n ADP + n Pi. The estimated number n of ATP molecules hydrolyzed/two electrons transferred in benzoyl-CoA reduction is 2-4. In the absence of benzoyl-CoA the enzyme exhibited oxygen-sensitive ATPase activity. The enzyme was specific for Mg(2+)-ATP, other nucleoside triphosphates being inactive (< 1%). Mg2+ could be substituted to some extent by Mn2+, Fe2+ and less efficiently by Co2+. Benzoate was not reduced, whereas some fluoro, hydroxy, amino and methyl analogues of the activated benzoic acid were reduced, albeit at much lower rate; the products remain to be identified. The specific activity with reduced methyl viologen as the electron donor was 0.55 mumol min-1 mg-1 corresponding to a catalytic number of 1.6 s-1. The apparent Km values under the assay conditions (0.5 mM for both reduced and oxidized methyl viologen) of benzoyl-CoA and ATP were 15 microM and 0.6 mM, respectively. The enzyme was inactivated by ethylene, bipyridyl and, in higher concentrations, by acetylene. Benzoyl-CoA reductase also catalyzed the ATP-dependent two-electron reduction of hydroxylamine (Km 0.15 mM) and azide. Some of the properties of the enzyme are reminiscent of those of nitrogenase which similarly overcomes the high activation energy for dinitrogen reduction by coupling electron transfer to the hydrolysis of ATP.
许多芳香族化合物的缺氧代谢通过共同中间体苯甲酰辅酶A进行。苯甲酰辅酶A在两步电子还原反应中被苯甲酰辅酶A还原酶(脱芳构化)脱芳构化,可能生成环己-1,5-二烯-1-羧基辅酶A。该过程必须克服高活化能,被认为是一种生物伯奇还原反应。首次在反硝化细菌嗜芳烃陶厄氏菌K172菌株中研究了这种核心的芳香环还原酶。开发了一种分光光度法测定,该方法在细胞提取物和纯化酶中都严格依赖于MgATP。在0.25 mM连二亚硫酸盐存在下,在厌氧条件下将这种对氧敏感的新酶纯化了35倍,产率为20%。它的天然分子量约为170 kDa,由四个亚基a、b、c、d组成,分子量分别为48、45、38和32 kDa。该蛋白质的寡聚体组成很可能是abcd。分离得到的但不含连二亚硫酸盐的蛋白质的紫外/可见光谱是铁硫蛋白的特征光谱,在279 nm处有最大吸收峰,在390 nm处有宽肩峰。在390 nm处估计的摩尔吸收系数为35,000 M-1 cm-1。连二亚硫酸盐对该酶的还原导致390 nm处吸光度降低,颜色从绿褐色变为红棕色。该酶每摩尔含有10.8±1.5摩尔铁和10.5±1.5摩尔酸不稳定硫。除了锌(每摩尔蛋白质0.5摩尔)外,未检测到其他大量金属和硒。酶制剂含有一种黄素或类黄素化合物;估计含量为每摩尔酶0.3摩尔。酶反应需要MgATP和一种强还原剂,如Ti(III)。催化的反应是:苯甲酰辅酶A + 2 Ti(III) + n ATP→非芳香酰基辅酶A + 2 Ti(IV) + n ADP + n Pi。在苯甲酰辅酶A还原中水解的ATP分子数与转移的两个电子数的估计值n为2-4。在没有苯甲酰辅酶A的情况下,该酶表现出对氧敏感的ATP酶活性。该酶对Mg(2+)-ATP具有特异性,其他核苷三磷酸无活性(<1%)。Mg2+在一定程度上可被Mn2+、Fe2+取代,被Co2+取代的效率较低。苯甲酸未被还原,而一些活化苯甲酸的氟、羟基、氨基和甲基类似物被还原,尽管速率要低得多;产物有待鉴定。以还原型甲基紫精作为电子供体时的比活性为0.55 μmol min-1 mg-1,对应催化常数为1.6 s-1。在测定条件下(还原型和氧化型甲基紫精均为0.5 mM),苯甲酰辅酶A和ATP的表观Km值分别为15 μM和0.6 mM。该酶被乙烯、联吡啶失活,在较高浓度下被乙炔失活。苯甲酰辅酶A还原酶还催化了ATP依赖的羟胺(Km 为0.15 mM)和叠氮化物的双电子还原反应。该酶的一些特性让人联想到固氮酶,固氮酶同样通过将电子转移与ATP水解偶联来克服二氮还原的高活化能。