Overexpression of SRO_3163, a homolog of Streptomyces antibiotic regulatory protein, induces the production of novel cyclohexene-containing enamide in Streptomyces rochei
Overexpression of SRO_3163, a homolog of Streptomyces antibiotic regulatory protein, induces the production of novel cyclohexene-containing enamide in Streptomyces rochei
复制标题
SRO_3163（链霉菌抗生素调节蛋白的同源物）的过度表达诱导罗氏链霉菌产生新型含环己烯的烯酰胺
DOI：
10.1093/bbb/zbab206
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发表时间：
2021
期刊：
影响因子：
--
通讯作者：
Arakawa Kenji
中科院分区：
文献类型：
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作者：
Misaki Yuya;Nindita Yosi;Fujita Kota;Fauzi Amirudin Akhmad;Arakawa Kenji
链霉菌抗生素调节蛋白（Streptomycesantibiotic regulatory proteins，SARP）是链霉菌属（Streptomycesspecies）中次级代谢产物的转录激活因子，Rochei 7434 AN 4含有15个SARP基因，其中3个位于一个巨大的线性质粒pSLA 2-L上，其余位于染色体上。将部分SARP基因克隆到硫链丝菌素诱导的整合型载体pIJ 8600中，并培养重组子。SARP基因重组子SRO_3163积累了一种紫外活性物质YM 3163-A，而在亲本菌株和其他SARP重组子中均未检测到。其分子式确定为C8 H11 NO。经核磁共振分析，YM 3163-A是一个新的烯酰胺，2-（环己-2-烯-1-亚基）乙酰胺，其结构经Horner-Wadsworth-Emmons反应和氨解反应确证。
Streptomycesantibiotic regulatory proteins (SARPs) are well characterized as transcriptional activators for secondary metabolites inStreptomycesspecies.Streptomyces rochei7434AN4 harbors 15 SARP genes, among which 3 were located on a giant linear plasmid pSLA2-L and others were on the chromosome. Some SARP genes were cloned into an integrative thiostrepton-inducible vector pIJ8600, and their recombinants were cultivated. The recombinant of SARP gene,SRO_3163, accumulated a UV-active compound YM3163-A, which was not detected in the parent strain and other SARP recombinants. Its molecular formula was established to be C8H11NO. Extensive NMR analysis revealed that YM3163-A is a novel enamide, 2-(cyclohex-2-en-1-ylidene)acetamide, and its structure was confirmed by chemical synthesis including Horner–Wadsworth–Emmons reaction and ammonolysis.