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首页> 外文期刊>Journal of mass spectrometry: JMS >Mass spectrometric characterisation of a condensation product between porphobilinogen and indolyl-3-acryloylglycine in urine of patients with acute intermittent porphyria
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Mass spectrometric characterisation of a condensation product between porphobilinogen and indolyl-3-acryloylglycine in urine of patients with acute intermittent porphyria

机译：急性间歇性卟啉症患者尿液中胆卟啉原与吲哚基-3-丙烯酰甘氨酸缩合产物的质谱表征

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摘要

We document the presence of a previously unknown species in the urine of patients with acute intermittent porphyria (AIP). The compound was fully characterised by liquid chromatography tandem mass spectrometry. Interpretation of both full spectrum acquisition and product ion spectra acquired in positive and negative ionisation modes by quadrupole time of flight MS allowed for the identification of a condensation product arising from porphobilinogen (PBG, increased in the urine of AIP patients) and indolyl-3-acryloylglycine (IAG, derived from indolylacrylic acid and present in human urine). The structure was unequivocally confirmed through comparison between the selected reaction monitoring chromatograms obtained from the urinary species and the condensation product qualitatively synthesised in the laboratory. Owing to the large amounts of both PBG and IAG in urine of AIP patients, the possible ex vivo formation of PBG-IAG in urine samples was evaluated. The product was spontaneously formed at room temperature, at 4 degrees C and even during storage at -20 degrees C when spiking a control sample with PBG. A positive correlation was found between PBG and PBG-IAG in samples collected from AIP patients. However, no correlation was found between PBG-IAG and IAG. Purified PBG-IAG did not form the characteristic chromogen after application of p-dimethylaminobenzaldehyde in HCl, thus suggesting that the current techniques used to measure PBG in urine of AIP patients based on Ehlrich's reaction do not detect this newly characterised PBG-IAG fraction. Copyright (C) 2015 John Wiley & Sons, Ltd.
机译：我们记录了急性间歇性卟啉症（AIP）患者尿液中先前未知的物种的存在。通过液相色谱串联质谱法充分表征该化合物。通过四极杆飞行时间质谱解释正离子和负离子化模式下的全谱图采集和产物离子谱图，可以鉴定出由胆色素原（PBG，AIP患者尿中增加）和吲哚基-3-产生的缩合产物丙烯酰甘氨酸（IAG，源自吲哚基丙烯酸，存在于人尿中）。通过比较从尿种获得的所选反应监测色谱图和实验室定性合成的缩合产物之间的确证结构。由于AIP患者尿液中存在大量的PBG和IAG，因此评估了尿液样本中PBG-IAG的可能离体形成。当用PBG加标样时，该产品在室温，4°C甚至在-20°C储存期间自发形成。从AIP患者收集的样本中，PBG和PBG-IAG之间存在正相关。但是，在PBG-IAG和IAG之间未发现相关性。在盐酸中使用对二甲基氨基苯甲醛后，纯化的PBG-IAG不会形成特征色原，因此表明，目前基于Ehlrich反应测量AIP患者尿液中PBG的现有技术并未检测到这种新表征的PBG-IAG组分。版权所有（C）2015 John Wiley＆Sons，Ltd.

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