Genome- and Mass Spectrometry-Guided Discovery of Ralstoamides A and B from Ralstonia solanacearum Species Complex,ACS Chemical Biology

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Genome- and Mass Spectrometry-Guided Discovery of Ralstoamides A and B from Ralstonia solanacearum Species Complex
ACS Chemical Biology ( IF 3.5 ) Pub Date : 2020-10-28 , DOI: 10.1021/acschembio.0c00605
Shoko Komatsu ₁ , Chiaki Tsumori ₁ , Kouhei Ohnishi ₂ , Kenji Kai ₁

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Strains of Ralstonia solanacearum species complex (RSSC) are devastating plant pathogens distributed globally with a wide host range and genetic diversity. Many RSSC strains harbor the polyketide synthase-nonribosomal peptide synthetase (PKS-NRPS) hybrid gene rmyA/rmyB for ralstonin production. We report that ralstoamides A (1) and B (2), which are ralstonin-like but shorter lipopeptides, were discovered from the Japanese strains using accumulated RSSC genome data and LC/MS-based metabolite analysis. Their structures, including absolute configurations, were elucidated by spectroscopic analysis and chemical techniques. ramA, a PKS-NRPS gene for ralstoamide production, was identified from the producer strains by genome sequencing and gene-deletion experiments. Based on the analysis of biosynthetic genes of ralstoamides and ralstonins, we suggest the occurrence of NRPS-module reduction of rmyA/rmyB genes in some RSSC strains. This possible molecular evolution changed not only the structures, but also the biological activity of RSSC lipopeptides.

中文翻译：

基因组和质谱引导下从青枯雷尔斯顿菌物种复合体中发现拉尔斯托酰胺 A 和 B

青枯雷尔斯顿菌复合体 (RSSC) 菌株是全球分布的毁灭性植物病原体，具有广泛的宿主范围和遗传多样性。许多 RSSC 菌株含有用于生产罗尔斯顿宁的聚酮合酶-非核糖体肽合成酶 (PKS-NRPS) 杂合基因rmyA / rmyB 。我们报告说，使用积累的 RSSC 基因组数据和基于 LC/MS 的代谢物分析，从日本菌株中发现了拉尔斯托酰胺 A ( 1 ) 和 B ( 2 )，它们是类似罗尔斯顿宁但较短的脂肽。通过光谱分析和化学技术阐明了它们的结构，包括绝对构型。 ramA是一种用于拉尔斯托酰胺生产的 PKS-NRPS 基因，通过基因组测序和基因删除实验从生产菌株中鉴定出来。基于对拉尔斯托酰胺和罗斯顿宁生物合成基因的分析，我们表明在一些 RSSC 菌株中rmyA / rmyB基因发生了 NRPS 模块减少。这种可能的分子进化不仅改变了 RSSC 脂肽的结构，还改变了其生物活性。

更新日期：2020-11-21

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