Characterization and abolishment of the cyclopiazonic acids produced by Aspergillus oryzae HMP-F28

Characterization and abolishment of the cyclopiazonic acids produced by Aspergillus oryzae HMP-F28
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DOI:
10.1080/09168451.2018.1490170
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发表时间:
2018-01-01
影响因子:
1.6
通讯作者:
Wang, Nan
Wang, Nan
中科院分区:
工程技术4区
文献类型:
--
作者:
Cao, Ting;Ling, Junhong;Wang, Nan

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细胞外碱化和H2 O2的产生是植物诱导抗性建立过程中的重要早期事件。从98株海绵膜菌分离物中筛选代谢产物作为植物抗性激活剂,结果表明,曲霉HMP-F28产生的环匹阿尼酸(CPAs)能诱导烟草细胞悬浮液中显著的细胞外碱化,并增加H2 O2的产生。生物测定引导的分级分离导致一种新的CPA同系物(4,3-羟基哌啶A)和三种已知的CPA同系物(1-3)的分离和结构解析。为了构建突变合成菌株以产生非天然CPA类似物,破坏杂合pks-nrps基因(cpaS)以消除环乙酰乙酰基-L-色氨酸(cAATrp)的关键前体和所有下游CPA产物的产生。cAATrp的消除将允许cAATrp模拟物被CPA生物合成机制加工以产生具有设计结构特征的CPA衍生物。
Extracellular alkalinization and H2O2 production are important early events during induced resistance establishment in plants. In a screen for metabolites as plant resistance activators from 98 fungal isolates associated with marine sponge Hymeniacidon perleve, the cyclopiazonic acids (CPAs) produced by Aspergillus oryzae HMP-F28 induced significant extracellular alkalinization coupled with augmented H2O2 production in tobacco cell suspensions. Bioassay-guided fractionation led to the isolation and structural elucidation of a new CPA congener (4, 3-hydroxysperadine A) and three known ones (1-3). To construct a mutasynthetic strain to generate unnatural CPA analogues, a hybrid pks-nrps gene (cpaS) was disrupted to abolish the production of the critical precursor of cyclo-acetoacetyl-L-tryptophan (cAATrp) and all the downstream CPA products. Elimination of cAATrp will allow cAATrp mimics being processed by the CPA biosynthetic machinery to produce CPA derivatives with designed structural features.