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首页> 外文期刊>Journal of mass spectrometry: JMS >High-resolution mass spectrometry and hydrogen/deuterium exchange study of mitorubrin azaphilones and nitrogenized analogues
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High-resolution mass spectrometry and hydrogen/deuterium exchange study of mitorubrin azaphilones and nitrogenized analogues

机译：线粒体氮杂苯偶氮酮和氮化类似物的高分辨率质谱和氢/氘交换研究

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摘要

Azaphilones represent numerous groups of wild fungal secondary metabolites that exhibit exceptional tendency to bind to nitrogen atoms in various molecules, especially those containing the amine group. Nitrogenized analogues of mitorubrin azaphilones, natural secondary metabolites of Hypoxylon fragiforme fungus, have been detected in the fungal methanol extract in very low concentrations. Positive electrospray ionization interfaced with high-resolution mass spectrometry was applied for confirmation of the elemental composition of protonated species. Collision-induced dissociation (CID) experiments have been performed, and fragmentation mechanisms have been proposed. Additional information regarding both secondary metabolite analogue families has been reached by application of gas-phase proton/deuterium (H/D) exchanges performed in the collision cell of a triple quadrupole mass spectrometer. An incomplete H/D exchange with one proton less than expected was observed for both protonated mitorubrin azaphilones and their nitrogenized analogues. By means of the density functional theory, an appropriate explanation of this behavior was provided, and it revealed some information concerning gas-phase H/D exchange mechanism and protonation sites.
机译：氮杂苯甲酮代表了许多野生真菌次级代谢物，它们表现出与各种分子中的氮原子结合的异常趋势，尤其是那些含有胺基的分子。已在真菌甲醇提取物中以极低的浓度检测到了线粒体氮杂亲氮酮的硝化类似物，这是脆弱的羟百丝菌真菌的天然次生代谢产物。正电喷雾电离与高分辨率质谱仪接口用于确认质子化物种的元素组成。进行了碰撞诱导解离（CID）实验，并提出了断裂机理。通过使用在三重四极杆质谱仪的碰撞池中进行的气相质子/氘（H / D）交换，已经获得了有关两个次级代谢产物类似物家族的更多信息。质子化的线粒体脱氮肾上腺素及其氮类似物均观察到不完全的H / D交换，质子比预期少一个质子。借助密度泛函理论，对该行为提供了适当的解释，并揭示了一些有关气相H / D交换机理和质子化位置的信息。

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