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首页> 外文期刊>Rapid Communications in Mass Spectrometry: RCM >Characterisation of nicotine and related compounds using electrospray ionisation with ion trap mass spectrometry and with quadrupole time-of-flight mass spectrometry and their detection by liquid chromatography/electrospray ionisation mass spectromet
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Characterisation of nicotine and related compounds using electrospray ionisation with ion trap mass spectrometry and with quadrupole time-of-flight mass spectrometry and their detection by liquid chromatography/electrospray ionisation mass spectromet

机译：使用电喷雾电离与离子阱质谱和四极杆飞行时间质谱对烟碱和相关化合物进行表征，并通过液相色谱/电喷雾电离质谱进行检测

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Electrospray ionisation ion trap mass spectrometry (ESI-MSn) has been used to study the fragmentation patterns of nicotine and nine of its related compounds. From this study certain characteristic fragmentations are apparent with generally the pyrrolidine or piperidine ring being subject to chemical modifications. The structures of the product ions proposed for the ESI-MSn study have been supported by results from electrospray ionisation quadrupole time-of-flight mass spectrometry (ESI-QTOF-MS). Compounds with pyrrolidine and piperidine rings that possess an unsubstituted N atom have been shown to lose NH3 at the MS2 stage. Those compounds with N-methyl groups lose CH3NH2 at the MS2 stage. The loss of NH3 or CH3NH2 leaves the corresponding rings opened and this is followed by ring closure at the pyridine-2 carbon atom. Mono-N-oxides fragment in a similar way but the di-N-oxide can also fragment by cleavage of the bond between the pyridine and pyrrolidine rings. Cotinine also can undergo cleavage of this bond between the rings. This data therefore provides useful information on how substituents and the nature of the non-pyridine ring can affect the fragmentation patterns of nicotine and its related compounds. This information can be used in the characterisation of these compounds by liquid chromatography/ electrospray ionization mass spectrometry (LC/ESI-MS) which results in the separation of nicotine and its related compounds with limits of detection (LODs) ranging from 15 to 105 ng/mL. The use of LC/ESI-MS to study nicotine-containing samples resulted in the simultaneous and unambiguous identification of seven of the compounds discussed in this paper: cotinine identified at retention time 12.5 min (with its [M+H](+) ion at m/z 177), nornicotine 16.0 min (m/z 149), anatabine 18.0 min (m/z 161), myosmine 18.5 min (m/z 147), anabasine 20.4 min (m/z 163), nicotine 22.2 min (m/z 163), and nicotyrine 31.4 min (m/z 159). For quality control of nicotine replacement therapy products, these nicotine impurities can be readily identified and determined at levels up to 0.3% for single impurities and up to 1.0% for total impurities. Copyright (c) 2007 John Wiley & Sons.
机译：电喷雾电离离子阱质谱（ESI-MSn）已用于研究尼古丁及其九种相关化合物的碎片化模式。从这项研究中，某些特征性的断裂是显而易见的，通常吡咯烷或哌啶环受到化学修饰。电喷雾电离四极杆飞行时间质谱（ESI-QTOF-MS）的结果支持了为ESI-MSn研究提议的产物离子的结构。具有吡咯烷和哌啶环的化合物具有未取代的N原子，已证明在MS2阶段会损失NH3。那些具有N-甲基的化合物在MS2阶段损失CH3NH2。 NH 3或CH 3 NH 2的损失使相应的环打开，然后在吡啶-2碳原子上闭环。一氧化氮以类似的方式断裂，但是二氧化氮也可以通过裂解吡啶和吡咯烷环之间的键而断裂。可替宁还可以在环之间发生这种键的断裂。因此，该数据提供了有关取代基和非吡啶环的性质如何影响尼古丁及其相关化合物的裂解方式的有用信息。此信息可用于通过液相色谱/电喷雾电离质谱（LC / ESI-MS）表征这些化合物，从而分离出尼古丁及其相关化合物，检出限（LOD）为15至105 ng /毫升使用LC / ESI-MS研究含尼古丁的样品，可同时，毫不含糊地鉴定本文中讨论的七个化合物：可替宁在保留时间12.5分钟鉴定（及其[M + H]（+）离子在m / z 177时），去甲烟碱16.0分钟（m / z 149），阿那他滨18.0分钟（m / z 161），肌红蛋白18.5分钟（m / z 147），Anabasine 20.4分钟（m / z 163），尼古丁22.2分钟（m / z 163）和烟碱31.4分钟（m / z 159）。为了控制尼古丁替代疗法产品的质量，这些尼古丁杂质可以很容易地识别和确定，单个杂质的含量最高为0.3％，总杂质的含量最高为1.0％。版权所有（c）2007 John Wiley＆Sons。

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