Pogostol Biosynthesis by the Endophytic Fungus Geniculosporium

Pogostol Biosynthesis by the Endophytic Fungus Geniculosporium
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DOI:
10.1002/cbic.201402298
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发表时间:
2014-11-03
期刊:
影响因子:
3.2
通讯作者:
Dickschat, Jeroen S.
Dickschat, Jeroen S.
中科院分区:
生物学3区
文献类型:
--
作者:
Barra, Lena;Schulz, Barbara;Dickschat, Jeroen S.

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六个C-13-标记的甲羟戊酸内酯的同位素异构体的合成和用于喂养实验与内生真菌Geniculosporium。C-13-标记到在真菌的顶空提取物中发现的倍半萜中的高掺入率使得能够明确地鉴定这种挥发性物质为pogopropylene,而不需要化合物纯化,简单地通过用闭环汽提装置收集挥发性级分,然后进行直接C-13 NMR分析(CLSA-NMR)。饲养实验也给了见解的pogopoly的生物合成,包括立体化学方面的萜烯环化反应。并对其可能的生物学功能进行了讨论。
Six C-13-labelled isotopomers of mevalonolactone were synthesised and used in feeding experiments with the endophytic fungus Geniculosporium. The high incorporation rates of C-13-label into a sesquiterpene that was found in headspace extracts of the fungus enabled unambiguous identification of this volatile as pogostol without the need for compound purification, simply by collecting the volatile fraction with a closed-loop stripping apparatus followed by direct C-13 NMR analysis (CLSA-NMR). The feeding experiments also gave insights into the biosynthesis of pogostol, including stereochemical aspects of the terpene cyclisation reaction. The possible biological function of pogostol is discussed.