Structure and biosynthesis of the ribosomal lipopeptide antibiotic albopeptins
Structure and biosynthesis of the ribosomal lipopeptide antibiotic albopeptins
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核糖体脂肽抗生素白肽的结构和生物合成
DOI：
10.1093/bbb/zbac039
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发表时间：
2022
期刊：
影响因子：
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通讯作者：
Atsushi Minami
中科院分区：
文献类型：
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作者：
Hideaki Oikawa;Yusuke Mizunoue;Takemichi Nakamura;Eri Fukushi;Jiang Yulu;Taro Ozaki;Atsushi Minami
产白蛋白链霉菌JC-82-120产生的白蛋白是1986年分离到的一种有效的植物病原性抗生素。然而，它们不寻常的物理化学性质阻碍了它们的化学结构的测定。在这份报告中，我们描述了我们的努力，以阐明其结构。最初，一个不寻常的C13-脂肪酸与anN-羟基胍基的结构确定使用降解和化学合成。在基于2D-NMR数据构建了八肽核心的线性部分之后，通过详细的NMR数据分析实现了包括亚砜桥的不寻常结构的最终组装。MS/MS数据支持了albopeptin B的结构，这也使我们能够确定5个albopeptin家族成员的结构。生产菌株的基因组数据的生物信息学分析进一步使我们提出，它们的生物合成途径类似于具有长链脂肪酸的核糖体衍生的羊毛硫肽。
Albopeptins produced byStreptomyces albofaciensJC-82-120 were isolated as effective antibiotics for plant pathogenetic disease in 1986. However, their unusual physicochemical properties hampered the determination of their chemical structures. In this report, we describe our efforts to elucidate their structures. Initially, the structure of an unusual C13-fatty acid with anN-hydroxyguanidyl group was determined using degradation and chemical synthesis. After the linear portion of the octapeptide core was constructed based on the 2D-NMR data, the final assembly of the unusual structure, including the sulfoxide bridge, was achieved through the analysis of detailed NMR data. The proposed structure of albopeptin B was supported by MS/MS data, which also enabled us to determine the structure of 5 albopeptin family members. Bioinformatics analysis of the genomic data of the producer strain further led us to propose that their biosynthetic pathway is similar to the ribosomally derived lanthipeptides possessing a long-chain fatty acid.