Department of Cellular Biology and Pharmacology, Herbert Wertheim College of Medicine, Florida International University , Miami, Florida 33199, United States.
Department of Pharmaceutical Sciences, Eugene Applebaum College of Pharmacy and Health Sciences, Wayne State University , Detroit, Michigan 48201, United States.
Environ Sci Technol. 2017 Oct 3;51(19):11115-11125. doi: 10.1021/acs.est.7b03180. Epub 2017 Sep 22.
Organoarsenicals such as the methylarsenical methylarsenate (MAs(V)) and aromatic arsenicals including roxarsone (4-hydroxy-3-nitrobenzenearsenate or Rox(V)) have been extensively used as an herbicide and growth enhancers in animal husbandry, respectively. They undergo environmental degradation to more toxic inorganic arsenite (As(III)) that contaminates crops and drinking water. We previously identified a bacterial gene (arsI) responsible for aerobic demethylation of methylarsenite (MAs(III)). The gene product, ArsI, is an Fe(II)-dependent extradiol dioxygenase that cleaves the carbon-arsenic (C-As) bond in MAs(III) and in trivalent aromatic arsenicals. The objective of this study was to elucidate the ArsI mechanism. Using isothermal titration calorimetry, we determined the dissociation constants and ligand-to-protein stoichiometry of ArsI for Fe(II), MAs(III), and aromatic phenylarsenite. Using a combination of methods including chemical modification, site-directed mutagenesis, and fluorescent spectroscopy, we demonstrated that amino acid residues predicted to participate in Fe(II)-binding (His5-His62-Glu115) and substrate binding (Cys96-Cys97) are involved in catalysis. Finally, the products of Rox(III) degradation were identified as As(III) and 2-nitrohydroquinone, demonstrating that ArsI is a dioxygenase that incorporates one oxygen atom from dioxygen into the carbon and the other to the arsenic to catalyze cleavage of the C-As bond. These results augment our understanding of the mechanism of this novel C-As lyase.
有机胂化合物,如甲基胂酸甲基砷酸盐(MAs(V))和芳香族胂化合物,包括洛克沙胂(4-羟基-3-硝基苯胂酸或 Rox(V)),分别被广泛用作除草剂和畜牧业中的生长促进剂。它们在环境中降解为更有毒的无机亚砷酸盐(As(III)),污染农作物和饮用水。我们之前鉴定了一个负责有氧脱甲基甲基亚砷酸盐(MAs(III))的细菌基因(arsI)。该基因产物 ArsI 是一种 Fe(II)依赖性外切二醇加氧酶,可裂解 MAs(III)和三价芳香族胂化合物中的碳-砷(C-As)键。本研究的目的是阐明 ArsI 机制。使用等温滴定量热法,我们确定了 ArsI 对 Fe(II)、MAs(III)和芳香族苯胂酸盐的解离常数和配体-蛋白计量比。结合化学修饰、定点突变和荧光光谱学等方法,我们证明了预测参与 Fe(II)结合(His5-His62-Glu115)和底物结合(Cys96-Cys97)的氨基酸残基参与催化。最后,鉴定了 Rox(III)降解产物为 As(III)和 2-硝基对苯二酚,证明 ArsI 是一种加氧酶,它将一个氧原子从分子氧掺入到碳和另一个氧原子掺入到砷中,以催化 C-As 键的裂解。这些结果增加了我们对这种新型 C-As 裂解酶机制的理解。