Genome Mining from Agriculturally Relevant Fungi Led to a d-Glucose Esterified Polyketide with a Terpene-like Core Structure.

Genome Mining from Agriculturally Relevant Fungi Led to a d-Glucose Esterified Polyketide with a Terpene-like Core Structure.
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从农业相关真菌的基因组挖掘导致具有萜烯样核心结构的d-葡萄糖酯化聚酮。

DOI:
10.1021/jacs.3c10179
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发表时间:
2023-11-22
影响因子:
15
通讯作者:
Tang Y
Tang Y
中科院分区:
化学1区
文献类型:
--
作者:
Yan C;Han W;Zhou Q;Niwa K;Tang MJ;Burch JE;Zhang Y;Delgadillo DA;Sun Z;Wu Z;Jacobsen SE;Nelson H;Houk KN;Tang Y

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在毁灭性的植物病原体和生防真菌中发现的生物合成基因簇(BGC)的比较揭示了一个未知的和保守的聚酮BGC。基因组挖掘鉴定出相关代谢物为treconorin,其具有tertrone样的、反式稠合的5,7-双环核心,其被认为源自(4 + 3)环加成。核心用d-葡萄糖酯化,其来自海藻糖酯前体的糖苷裂解。这种糖修饰策略不同于通常观察到的天然产物的糖基化。
Comparison of biosynthetic gene clusters (BGCs) found in devastating plant pathogens and biocontrol fungi revealed an uncharacterized and conserved polyketide BGC. Genome mining identified the associated metabolite to be treconorin, which has a terpene-like, trans-fused 5,7-bicyclic core that is proposed to derive from a (4 + 3) cycloaddition. The core is esterified with d-glucose, which derives from the glycosidic cleavage of a trehalose ester precursor. This glycomodification strategy is different from the commonly observed glycosylation of natural products.
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