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norHarmane containing ionic liquid matrices for low molecular weight MALDI-MS carbohydrate analysis: The perfect couple with alpha-cyano-4-hydroxycinnamic acid

机译:诺哈兰含有离子液体基质,用于低分子量MALDI-MS碳水化合物分析:与α-氰基-4-羟基氨基酸的完美夫妇

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Cinnamic acid derivatives, particularly alpha-cyano-4-hydroxycinnamic acid (E-alpha-cyano-4-hydroxycinnamic acid or (E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate; CHCA), have been extensively used especially for protein and peptide analysis. Together with the introduction of ionic liquid MALDI matrix (ILM) started the study of applications of IL prepared with CHCA and a counter organic base (ie, aliphatic amines) in which CHCA moiety is the chromophore responsible of UV-laser absorption. Despite the extensive studies of norharmane (9H-pyrido[3,4-b]indole; nHo) applications as matrix and its peculiar basic properties in the ground and electronic excited state, nHo containing ILM was never tested in MALDI-MS experiments. This pyrido-indole compound was introduced as MALDI matrix 22 years ago for different applications including low molecular weight (LMW) carbohydrates (neutral, acidic, and basic carbohydrates). These facts encouraged us to use it as a base, for the first time, for ILM preparation. As a rational design of new IL MALDI matrices, E-alpha-cyanocinnamic acid.nHo and E-cinnamic acid.nHo were prepared and their properties as matrices studied. Their performance was compared with that of (a) the corresponding IL prepared with butylamine as basic component, (b) the corresponding crystalline E-alpha-cyanocinnamic and E-cinnamic acid, and (c) the classical crystalline matrices (2,5-dihydroxybenzoic acid, DHB; nHo) used in the analysis of neutral/sulfated carbohydrates. The IL DHB.nHo was tested, too. Herein, we demonstrate the outstanding performance for the IL CHCA.nHo for LMW carbohydrate in positive and negative ion mode (linear and reflectron modes). Sulfated oligosaccharides were detected in negative ion mode, and although the dissociation of sulfate groups was not completely suppressed the relative intensity (RI) of [M - Na](-) peak was quite high. Additionally, to better understand the quite different performance of each IL tested as matrix, the physical an
机译:肉桂酸衍生物,特别是α-氰基-4-羟基氨基酸(E-α-氰基-4-羟基氨基酸或(e)-2-氰基-3-(4-羟基苯基)PRO-2-烯酸盐; CHCA)具有广泛用于蛋白质和肽分析。随着IONIC液体MALDI基质(ILM)的引入,开始研究IL与CHCA和计数器有机碱(即脂族胺)的应用,其中CHCA部分是发色团,其负责UV激光吸收。尽管对诺拉渣的广泛研究(9H-吡啶[3,4-B]吲哚; NHO)应用作为地面和其特殊的基本性质,并且在地面和电子激发态中,NHO在MALDI-MS实验中从未测试过ILM。将该吡啶吲哚化合物作为MALDI基质引入22年前,用于不同的应用,包括低分子量(LMW)碳水化合物(中性,酸性和碱性碳水化合物)。这些事实鼓励我们首次将其作为基地用于ILM准备。作为新IL MALDI矩阵的合理设计,E-α-氰基氨基酸。NHO和E-肉桂酸。制备了NHO及其性质作为研究的基质。它们的性能与(a)与丁胺作为碱性组分制备的相应的IL相比,(b)相应的结晶E-α-氰基-namic和E-肉桂酸,(c)典型结晶基质(2,5-二羟基苯甲酸,DHB; NHO)用于分析中性/硫酸化碳水化合物。 IL DHB.NHO也被测试了。在此,我们证明了在正极和负离子模式下LMW碳水化合物的IL CHCA.nHO的出色性能(线性和反射模式)。以负离子模式检测硫酸寡糖,尽管硫酸盐基团的解离不完全抑制[M - Na]( - )峰的相对强度(RI)非常高。另外,为了更好地了解每个IL测试的相当不同的性能作为矩阵,物理A

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