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首页> 外文期刊>Journal of mass spectrometry: JMS >Formation of the N-methylpyridinium derivative to improve the detection of buprenorphine by liquid chromatography-mass spectrometry
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Formation of the N-methylpyridinium derivative to improve the detection of buprenorphine by liquid chromatography-mass spectrometry

机译：N-甲基吡啶鎓衍生物的形成，以改善液相色谱-质谱法对丁丙诺啡的检测

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摘要

The legally defensible identification of the narcotic, analgesic buprenorphine, in biological specimen requires considerable sensitivity due to its low therapeutic dosages and corresponding target concentrations. Application of liquid chromatography-electrospray ionisation-mass spectrometry, which became the default method for buprenorphine detection, is impeded by the disadvantageous fragmentation of the stable precursor ion producing unspecific product ions of comparatively low abundance. A chemical modification to form the N-methylpyridinium ether derivative of buprenorphine is presented to improve the selectivity and sensitivity of its detection by liquid chromatography-mass spectrometry (LC-MS). The reaction of buprenorphine with 2-fluoro-1-methyl-pyridinium-p-toluene-sulfonate and triethylamine as catalyst was accomplished in acetonitrile at an ambient temperature yielding a chemically stable derivative. Fragmentation of the permanently charged precursor ion (m/z = 559) leads to the formation of diagnostic and abundant fragments (e.g. m/z = 443 and 450) representing all parts of the molecule. The application of the technique to the identification of buprenorphine in hair samples demonstrates a high specificity, availability of sufficient qualifier ions and a significant (similar to 8-fold) improvement of detection limits with respect to comparable experiments based on underivatised buprenorphine.
机译：由于其低治疗剂量和相应的靶标浓度，在生物样本中对麻醉性止痛丁丙诺啡的合法辩护需要相当高的敏感性。液相色谱-电喷雾电离-质谱法的应用已成为丁丙诺啡检测的默认方法，但由于稳定的前体离子产生不利的碎片，从而产生了丰度较低的非特异性产物离子而受到阻碍。提出了一种化学修饰以形成丁丙诺啡的N-甲基吡啶醚衍生物，以提高通过液相色谱-质谱法（LC-MS）检测其的选择性和灵敏度。丁丙诺啡与2-氟-1-甲基吡啶-对甲苯磺酸酯和三乙胺作为催化剂的反应在环境温度下于乙腈中完成，得到化学稳定的衍生物。永久带电的前体离子的碎片（m / z = 559）导致形成代表分子所有部分的诊断性碎片和大量碎片（例如m / z = 443和450）。与基于未衍生的丁丙诺啡的可比实验相比，该技术在毛发样品中丁丙诺啡的鉴定中显示出高特异性，足够的定性离子的可用性以及检测限的显着（类似于8倍）提高。

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