Department of Microbiology, Cornell University, Ithaca, NY 14853-8101, USA.
Proc Natl Acad Sci U S A. 2010 Apr 6;107(14):6482-6. doi: 10.1073/pnas.1000928107. Epub 2010 Mar 22.
Bacillithiol (BSH), the alpha-anomeric glycoside of L-cysteinyl-D-glucosamine with L-malic acid, is a major low-molecular-weight thiol in Bacillus subtilis and related bacteria. Here, we identify genes required for BSH biosynthesis and provide evidence that the synthetic pathway has similarities to that established for the related thiol (mycothiol) in the Actinobacteria. Consistent with a key role for BSH in detoxification of electrophiles, the BshA glycosyltransferase and BshB1 deacetylase are encoded in an operon with methylglyoxal synthase. BshB1 is partially redundant in function with BshB2, a deacetylase of the LmbE family. Phylogenomic profiling identified a conserved unknown function protein (COG4365) as a candidate cysteine-adding enzyme (BshC) that co-occurs in genomes also encoding BshA, BshB1, and BshB2. Additional evolutionarily linked proteins include a thioredoxin reductase homolog and two thiol:disulfide oxidoreductases of the DUF1094 (CxC motif) family. Mutants lacking BshA, BshC, or both BshB1 and BshB2 are devoid of BSH. BSH is at least partially redundant in function with other low-molecular-weight thiols: redox proteomics indicates that protein thiols are largely reduced even in the absence of BSH. At the transcriptional level, the induction of genes controlled by two thiol-based regulators (OhrR, Spx) occurs normally. However, BSH null cells are significantly altered in acid and salt resistance, sporulation, and resistance to electrophiles and thiol reactive compounds. Moreover, cells lacking BSH are highly sensitive to fosfomycin, an epoxide-containing antibiotic detoxified by FosB, a prototype for bacillithiol-S-transferase enzymes.
芽孢硫醇(BSH)是 L-半胱氨酰-D-葡萄糖胺的α-氨基糖苷,与 L-苹果酸结合,是枯草芽孢杆菌和相关细菌中主要的低分子量硫醇。在这里,我们鉴定了 BSH 生物合成所需的基因,并提供了证据表明该合成途径与放线菌中相关硫醇(mycothiol)的途径相似。与 BSH 在解毒亲电试剂中的关键作用一致,BSH 的糖基转移酶 BshA 和 BshB1 去乙酰酶与甲基乙二醛合酶编码在一个操纵子中。BshB1 在功能上与 BshB2 部分冗余,BshB2 是 LmbE 家族的去乙酰酶。系统发育基因组学分析鉴定了一个保守未知功能蛋白(COG4365)作为候选半胱氨酸添加酶(BshC),它与编码 BshA、BshB1 和 BshB2 的基因组共同出现。其他进化相关的蛋白包括硫氧还蛋白还原酶同源物和两个 DUF1094(CxC 基序)家族的硫醇:二硫化物氧化还原酶。缺乏 BshA、BshC 或 BshB1 和 BshB2 的突变体没有 BSH。BSH 在功能上至少与其他低分子量硫醇部分冗余:氧化还原蛋白质组学表明,即使没有 BSH,蛋白质硫醇也主要被还原。在转录水平上,由两个基于硫醇的调节剂(OhrR、Spx)控制的基因的诱导正常发生。然而,BSH 缺失细胞在耐酸、耐盐、孢子形成以及对亲电试剂和硫醇反应性化合物的抗性方面发生了显著改变。此外,缺乏 BSH 的细胞对 fosfomycin 高度敏感,fosfomycin 是一种含有环氧基团的抗生素,由 FosB 解毒,FosB 是 bacillithiol-S-转移酶酶的原型。