Structure of Ralsolamycin, the Interkingdom Morphogen from the Crop Plant Pathogen Ralstonia solanacearum
Structure of Ralsolamycin, the Interkingdom Morphogen from the Crop Plant Pathogen Ralstonia solanacearum
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DOI：
10.1021/acs.orglett.7b02329
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发表时间：
2017-09-15
期刊：
影响因子：
5.2
通讯作者：
Nett, Markus
中科院分区：
文献类型：
--
作者：
Baldeweg, Florian;Kage, Hirokazu;Nett, Markus
雷索霉素是近年来从植物病原菌青枯病原菌中分离到的一种真菌厚壁孢子形成诱导剂。虽然对串联质量数据和生物信息学的解释使初步的化学表征成为可能，但雷索霉素的完整结构并未得到解析。我们现在报告从青枯菌工程菌株中回收这种次生代谢物。通过广泛的波谱分析，确定了雷索霉素的结构。采用化学衍生化和生物信息学相结合的方法进行绝对立体化学归属。我们的结果确定了一个错误的基因组序列，从而强调了化学方法在天然产品研究中补充基于生物信息学的程序的价值。
Ralsolamycin, an inducer of chlamydospore formation in fungi, was recently reported from the plant pathogenic bacterium Ralstonia solanacearum. Although interpretation of tandem mass data and bioinformatics enabled a preliminary chemical characterization, the full structure of ralsolamycin was not resolved. We now report the recovery of this secondary metabolite from an engineered R. solanacearum strain. The structure of ralsolamycin was elucidated by extensive spectroscopic analyses. Chemical derivatization as well as bioinformatics were used to assign the absolute stereochemistry. Our results identified an erroneous genome sequence, thereby emphasizing the value of chemical methods to complement bioinformatics-based procedures in natural product research.