Volatile Lactones from Streptomycetes Arise via the Antimycin Biosynthetic Pathway
Volatile Lactones from Streptomycetes Arise via the Antimycin Biosynthetic Pathway
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DOI：
10.1002/cbic.201200260
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发表时间：
2012-07-23
期刊：
影响因子：
3.2
通讯作者：
Dickschat, Jeroen S.
中科院分区：
文献类型：
--
作者：
Riclea, Ramona;Aigle, Bertrand;Dickschat, Jeroen S.
采用闭环汽提装置（CLSA）收集几种链霉菌释放的挥发性物质，并用GCMS进行分析。所获得的不同种属的顶空提取物含有杀真菌抗生素抗霉素A3b的已知降解产物blastmycinone和几种未知衍生物。通过与合成参比样品进行比较，根据这些化合物的质谱和GC保留指数，确认了这些化合物的建议结构。在顶空提取物中发现的其他化合物是通过消除羧酸部分由芽霉素酮形成的丁烯内酯。抗霉素生物合成基因簇中基因敲除突变体的分析表明，所有的blastmycinones和butenolides通过抗霉素生物合成途径形成。这里确定的blastmycinones的结构变异比已知的抗霉素大得多，从而表明仍有待发现的几个抗霉素衍生物。
The volatiles released by several streptomycetes were collected by using a closed-loop stripping apparatus (CLSA) and analysed by GCMS. The obtained headspace extracts of various species contained blastmycinone, a known degradation product of the fungicidal antibiotic, antimycin A3b, and several unknown derivatives. The suggested structures of these compounds, based on their mass spectra and GC retention indices, were confirmed by comparison to synthetic reference samples. Additional compounds found in the headspace extracts were butenolides formed from the blastmycinones by elimination of the carboxylic acid moiety. Analysis of a gene knockout mutant in the antimycin biosynthetic gene cluster demonstrated that all blastmycinones and butenolides are formed via the antimycin biosynthetic pathway. The structural variation of the blastmycinones identified here is much larger than within the known antimycins, thus suggesting that several antimycin derivatives remain to be discovered.