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细胞系统中生物活性类二十烷酸脂质的靶向手性脂质组学分析。

Targeted chiral lipidomics analysis of bioactive eicosanoid lipids in cellular systems.

作者信息

Lee Seon Hwa, Blair Ian A

机构信息

Department of Bio-analytical Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba-ku, Sendai 980-8578, Japan.

出版信息

BMB Rep. 2009 Jul 31;42(7):401-10. doi: 10.5483/bmbrep.2009.42.7.401.

DOI:10.5483/bmbrep.2009.42.7.401
PMID:19643036
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4063125/
Abstract

We have developed a targeted lipidomics approach that makes it possible to directly analyze chiral eicosanoid lipids generated in cellular systems. The eicosanoids, including prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and alcohols (HETEs), have been implicated as potent lipid mediators of various biological processes. Enzymatic formations of eicosanoids are regioselective and enantioselective, whereas reactive oxygen species (ROS)-mediated formation proceeds with no stereoselectivity. To distinguish between enzymatic and non-enzymatic pathways of eicosanoid formation, it is necessary to resolve enantiomeric forms as well as regioisomers. High sensitivity is also required to analyze the eicosanoid lipids that are usually present as trace amounts (pM level) in biological fluids. A discovery of liquid chromatography-electron capture atmospheric pressure chemical ionization/mass spectrometry (LCECAPCI/MS) allows us to couple normal phase chiral chromatography without loss of sensitivity. Analytical specificity was obtained by the use of collision-induced dissociation (CID) and tandem MS (MS/MS). With combination of stable isotope dilution methodology, complex mixtures of regioisomeric and enantiomeric eicosanoids have been resolved and quantified in biological samples with high sensitivity and specificity. Targeted chiral lipidomics profiles of bioactive eicosanoid lipids obtained from various cell systems and their biological implications have been discussed.

摘要

我们开发了一种靶向脂质组学方法，该方法能够直接分析细胞系统中产生的手性类花生酸脂质。类花生酸包括前列腺素（PGs）、血栓素（TXs）、白三烯（LTs）和羟基脂肪酸（HETEs），被认为是各种生物过程的有效脂质介质。类花生酸的酶促形成具有区域选择性和对映选择性，而活性氧（ROS）介导的形成则没有立体选择性。为了区分类花生酸形成的酶促途径和非酶促途径，有必要解析对映体形式以及区域异构体。分析生物流体中通常以痕量（pM水平）存在的类花生酸脂质也需要高灵敏度。液相色谱-电子捕获大气压化学电离/质谱（LCECAPCI/MS）的发现使我们能够将正相手性色谱联用而不损失灵敏度。通过使用碰撞诱导解离（CID）和串联质谱（MS/MS）获得了分析特异性。结合稳定同位素稀释方法，已在生物样品中以高灵敏度和特异性解析并定量了区域异构体和对映体类花生酸的复杂混合物。本文讨论了从各种细胞系统获得的生物活性类花生酸脂质的靶向手性脂质组学概况及其生物学意义。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a6f/4063125/9109d945e4f3/nihms588994f7.jpg
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