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首页> 外文期刊>Biochemistry >Reductive Cleavage of Sulfoxide and Sulfone by Two Radical S-Adenosyl-l-methionine Enzymes
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Reductive Cleavage of Sulfoxide and Sulfone by Two Radical S-Adenosyl-l-methionine Enzymes

机译：两种基团S-腺苷-1-甲硫氨酸酶的还原亚砜和砜的裂解

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摘要

Sulfoxides and sulfones are commonly found in nature as a result of thioether oxidation, whereas only a very few enzymes have been found to metabolize these compounds. Utilizing the strong reduction potential of the [4Fe-4S] cluster of radical S-adenosyl-l-methionine (SAM) enzymes, we herein report the first enzyme-catalyzed reductive cleavage of sulfoxide and sulfone. We show two radical SAM enzymes, tryptophan lyase NosL and the class C radical SAM methyltransferase NosN, are able to act on a sulfoxide SAHO and a sulfone SAHO_(2), both of which are structurally similar to SAM. NosL cleaves all of the three bonds (i.e., S–C(5′), S–C(γ), and S–O) connecting the sulfur center of SAHO, with a preference for S–C(5′) bond cleavage. Similar S–C cleavage activity was also found for SHAO_(2), but no S–O cleavage was observed. In contrast to NosL, NosN almost exclusively cleaves the S–C(5′) bonds of SAHO and SAHO_(2) with much higher efficiencies. Our study provides valuable insights into the [4Fe-4S] cluster-mediated reduction reactions and highlights the remarkable catalytic promiscuity of radical SAM enzymes.
机译：亚砜和砜通常在硫醚氧化的结果中发现，而只发现了几乎没有少量的酶来代谢这些化合物。利用[4FE-4S]基团S-腺苷-1-甲硫氨酸（SAM）酶的强度降低电位，我们在此报告了第一酶催化的亚砜和砜的还原裂解。我们展示了两个基团SAM酶，色氨酸裂解酶NOSL和C类基团SAM甲基转移酶NOSN，能够作用于亚砜SAHO和砜SAHO_（2），两者在结构上类似于SAM。 NOSL粘合所有三个键（即，S-C（5'），S-C（γ）和S-O）连接Saho的硫中心，优先于S-C（5'）粘合裂解。对于ShaO_（2）也发现了类似的S-C切割活性，但未观察到S-O切割。与NOSL相比，NOSN几乎完全切割了SAHO和SAHO_（2）的S-C（5'）键，具有更高的效率。我们的研究为[4FE-4S]簇介导的还原反应提供了有价值的见解，并突出了激进SAM酶的显着催化滥交。

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