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首页> 外文期刊>Journal of chromatography, A: Including electrophoresis and other separation methods >Quantitation of various indolinyl caged glutamates as their o-phthalaldehyde derivatives by high performance liquid chromatography coupled with tandem spectroscopic detections: Derivatization, stoichiometry and stability studies
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Quantitation of various indolinyl caged glutamates as their o-phthalaldehyde derivatives by high performance liquid chromatography coupled with tandem spectroscopic detections: Derivatization, stoichiometry and stability studies

机译：高效液相色谱-串联质谱检测定量测定各种吲哚基笼形谷氨酸盐的邻苯二甲醛衍生物：衍生化，化学计量和稳定性研究

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Quantification, stability and unique spectroscopic properties of indolinyl-caged glutamates (ICGs), with the o-phthalaldehyde-3-mercaptopropionic acid (OPA-MPA) reagent, were described, at first. As new principle to the field, reactivity and stoichiometry of variously substituted OPA-MPA derivatized ICGs, such as 4-methoxy-7-nitroindolinyl-(MNI-Glu), 4-methoxy-5,7-dinitroindolinyl-(DNI-Glu), 2-dimethylamino-propoxy and dimethylamino-isobutoxy alternatives (2DMA-1PO-DNI-Glu, 1DMA-2P-DNI-Glu and 3DMA-1iBU-DNI-Glu), was demonstrated. Derivatives' stability was determined using high performance liquid chromatography (HPLC) applying simultaneous photodiode array (DAD) and fluorescence (Fl) detections, while their structural identity was confirmed by HPLC-time of flight mass spectrometry (HPLC-TOF-MS). The SH-additive of the reagents was also varied. ICGs react unequivocally, with one OPA-SH-group molecule, in the molar ratios of ([OPA-SH-additive]/[ICG] = 1/1, resulting in species with the characteristic is oindole spectral property (E-Ex/E-Em = 337/454 nm; lambda(max) = 337 nm). ICGs' isoindole derivatives, due to their sandwich structure, are manifesting the pi-pi-stacking phenomenon: they fail to show fluorescence. ICGs' stability decreased in the order of MNI-Glu, 2DMA-1PO/1 DMA-2PO, 3DMA-1iBU and DNI-Glu, correspondingly, resulting in increasing order of free glutamic acid (GA), as their decomposition product. GA and ICGs were determined as their OPA/MPA derivatives while uncaged species (MNI, DNI and its substituted alternatives) in their initial forms. The practical utility of the method was confirmed analyzing ICGs and their decomposition products, simultaneously. Quantifications' reliability and reproducibility were characterized with the relative standard deviation percentages of responses (RSDs%): for GA 0.41-12 RSD% for ICGs 0.057-7.0 RSD% were obtained. Stability properties of variously substituted, recently introduced ICGs, prepared in laboratories of Institute of Experimental Medicine, were defined. (C) 2015 Elsevier B.V. All rights reserved.
机译：首先，描述了用邻苯二甲醛-3-巯基丙酸（OPA-MPA）试剂对吲哚基笼罩的谷氨酸盐（ICG）的定量，稳定性和独特的光谱性质。作为该领域的新原理，各种取代的OPA-MPA衍生的ICG（例如4-甲氧基-7-硝基吲哚基-（MNI-Glu），4-甲氧基-5,7-二硝基吲哚基-（DNI-Glu））的反应性和化学计量，证明了2-二甲基氨基-丙氧基和二甲基氨基-异丁氧基替代物（2DMA-1PO-DNI-Glu，1DMA-2P-DNI-Glu和3DMA-1iBU-DNI-Glu）。使用同时进行光电二极管阵列（DAD）和荧光（F1）检测的高效液相色谱（HPLC）确定衍生物的稳定性，同时通过HPLC-飞行时间质谱（HPLC-TOF-MS）确认其结构同一性。试剂的SH-添加剂也不同。 ICG与一个OPA-SH-基团分子以（[OPA-SH-additive] / [ICG] = 1/1的摩尔比明确反应，产生具有吲哚光谱特性（E-Ex / E-Em = 337/454 nm; lambda（max）= 337 nm）。由于ICGs的夹心结构，其异吲哚衍生物表现出pi-pi堆积现象：它们不显示荧光，ICG的稳定性降低。 MNI-Glu，2DMA-1PO / 1 DMA-2PO，3DMA-1iBU和DNI-Glu的顺序相应地，导致游离谷氨酸（GA）作为其分解产物的顺序增加，GA和ICG被确定为其以OPA / MPA衍生物为初始形式的未老化物种（MNI，DNI及其替代品），同时确认了该方法的实用性，同时分析了ICG及其分解产物，并通过相对标准偏差表征了定量方法的可靠性和可重复性。回应百分比（RSDs％）：对于GA 0.41-12 RSD％fo r ICG为0.057-7.0 RSD％。定义了在实验医学研究所的实验室中制备的各种取代的，最近引入的ICG的稳定性。 （C）2015 Elsevier B.V.保留所有权利。

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