Tandem mass spectrometry of novel ether-linked phospholipid analogs of anionic pulmonary surfactant phospholipids.

Tandem mass spectrometry of novel ether-linked phospholipid analogs of anionic pulmonary surfactant phospholipids.
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阴离子肺表面活性剂磷脂的新型醚连接磷脂类似物的串联质谱法。

DOI:
10.1002/rcm.7750
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发表时间:
2016
期刊:
Rapid communications in mass spectrometry : RCM
影响因子:
--
通讯作者:
Murphy,RobertC
Murphy,RobertC
中科院分区:
--
文献类型:
--
作者:
Fickes,Rachel;Voelker,DennisR;Berry,KarinZemski;Murphy,RobertC

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生物活性脂质1-棕榈酰基-2-油酰基-sn-甘油基-3-磷酸甘油的结构类似物是用木糖醇极性头部基团和二酰基和二醚基基团合成的。木糖醇磷脂(PX)的质谱特征进行了使用碰撞活化和高分辨率质量测量的正分子离子物种和比较与磷脂酰甘油(PG)analogs.MethodsPX使用转磷脂酰化反应由磷脂酶D催化合成和纯化的高效液相色谱(HPLC)。对化合物进行电喷雾电离,并使用串联四极杆质谱仪进行碰撞诱导解离(CID),以产生正和负分子离子。二醚磷脂另外分析了高分辨率质谱质子化和钠化的分子物种在阳离子model.ResultsEster连接PX类似物的行为类似于PG碰撞活化后的[M-H]-。二醚PG和PX阴离子的CID形成的子离子只显示了头基的信息,没有脂肪链的信息。相比之下,CID的质子化和钠化二醚磷脂正离子显示对应于醚链裂解的反应,可能发生的电荷驱动reaction mechanism.ConclusionsNovel PX类似物与甘油骨架的二酰基和二醚radyl取代基,其特征在于通过串联质谱。这些独特的二醚磷脂类似物使得能够探索由碰撞诱导的分解产生的正分子离子物质的醚裂解反应。版权所有© 2016约翰威利父子有限公司.
RationaleStructural analogs of the bioactive lipid 1‐palmitoyl‐2‐oleoyl‐sn‐glycero‐3‐phosphoglycerol were synthesized with a xylitol polar head group and both diacyl and diether radyl groups. Mass spectral characterization of xylitol phospholipids (PX) was carried out using collisional activation and high‐resolution mass measurements of positive molecular ion species and compared with the phosphatidylglycerol (PG) analogs.MethodsPX were synthesized using a transphosphatidylation reaction catalyzed by phospholipase D and purified by high‐performance liquid chromatography (HPLC). Compounds were subjected to electrospray ionization and collision‐induced dissociation (CID) was performed using a tandem quadrupole mass spectrometer to generate positive and negative molecular ions. Diether phospholipids were additionally analyzed by high‐resolution mass spectrometry as protonated and sodiated molecular species in positive ion mode.ResultsEster‐linked PX analogs behaved similarly to PG after collisional activation of [M − H]−. The product ions formed by CID of the diether PG and PX negative ions only revealed information about the head group with no information about the aliphatic chains. In contrast, CID of protonated and sodiated diether phospholipid positive ions revealed reactions corresponding to cleavage of the ether chain, likely occurring by charge‐driven reaction mechanisms.ConclusionsNovel PX analogs with diacyl and diether radyl substituents of the glycerol backbone were characterized by tandem mass spectrometry. These unique diether phospholipid analogs enabled exploration of ether cleavage reactions of the positive molecular ion species resulting from collision‐induced decomposition. Copyright © 2016 John Wiley & Sons, Ltd.
脂质的串联质谱分析
DOI: 10.1039/9781782626350
发表时间: 2014
期刊: The American journal of physiology
影响因子: --
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