肼辅助超高效液相色谱-串联质谱法同时定量测定多种人体基质中的羧酸酯对映体

IF 6.7 1区 化学 Q1 CHEMISTRY, ANALYTICAL Analytical Chemistry Pub Date : 2024-10-30 DOI:10.1021/acs.analchem.4c04187
Yuting Sun, Qingyu Hu, Jiali Zuo, He Wang, Zhendong Guo, Yulan Wang, Huiru Tang
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引用次数: 0

摘要

哺乳动物体内同时存在许多带有α-氨基、α-羟基和α-甲基的手性羧酸,这些羧酸具有独特的分子表型和多种生物功能,尤其是宿主与微生物群的共生相互作用。手性分辨同时定量对于揭示生理和病理生理学的生化细节至关重要,但由于它们在某些生物基质中的丰度较低,且对映体难以分辨,因此具有挑战性。在此,我们开发了一种通过探针促进灵敏度增强定量的手性分辨代谢组学方法(Met-SeqPro)来分析这些手性羧酸。我们设计并合成了一种基于酰肼的新型手性探针--(S)-苯甲酰基-脯氨酸酰肼(SBPH),可将羧酸转化为酰胺非对映异构体,从而提高它们在普通 C18 色谱柱上的保留率和手性分辨率。以 d5-SBPH 标记的对映体为内标,我们开发出一种优化的超高效液相色谱-串联质谱(UHPLC-MS/MS)方法,可在一次运行中同时定量分析 30 种手性羧酸的 60 种对映体。这种对映体分辨方法在多种生物基质中表现出优异的灵敏度(LOD < 4 fmol-on-column)、线性度(R2 > 0.992)、精密度(CV < 15%)、准确度(|RE| < 20%)和回收率(80-120%)。利用该方法,我们对人体尿液、血浆、粪便和 A549 细胞中的 60 种手性羧酸进行了定量,从而确定了它们的代谢组学表型。这为人类表型组学提供了基础数据,也为研究哺乳动物与微生物组的共生相互作用提供了一种前景广阔的工具。
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Simultaneous Quantification of Carboxylate Enantiomers in Multiple Human Matrices with the Hydrazide-Assisted Ultrahigh-Performance Liquid Chromatography Coupled with Tandem Mass Spectrometry
Many chiral carboxylic acids with α-amino, α-hydroxyl, and α-methyl groups are concurrently present in mammals establishing unique molecular phenotypes and multiple biological functions, especially host-microbiota symbiotic interactions. Their chirality-resolved simultaneous quantification is essential to reveal the biochemical details of physiology and pathophysiology, though challenging with their low abundances in some biological matrices and difficulty in enantiomer resolution. Here, we developed a method of the chirality-resolved metabolomics with sensitivity-enhanced quantitation via probe-promotion (Met-SeqPro) for analyzing these chiral carboxylic acids. We designed and synthesized a hydrazide-based novel chiral probe, (S)-benzoyl-proline-hydrazide (SBPH), to convert carboxylic acids into amide diastereomers to enhance their retention and chiral resolution on common C18 columns. Using the d5-SBPH-labeled enantiomers as internal standards, we then developed an optimized ultrahigh-performance liquid chromatography with tandem mass spectrometry (UHPLC-MS/MS) method for simultaneous quantification of 60 enantiomers of 30 chiral carboxylic acids in one run. This enantiomer-resolved method showed excellent sensitivity (LOD < 4 fmol-on-column), linearity (R2 > 0.992), precision (CV < 15%), accuracy (|RE| < 20%), and recovery (80−120%) in multiple biological matrices. With the method, we then quantified 60 chiral carboxylic acids in human urine, plasma, feces, and A549 cells to define their metabolomic phenotypes. This provides basic data for human phenomics and a promising tool for investigating the mammal-microbiome symbiotic interactions.
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来源期刊
Analytical Chemistry
Analytical Chemistry 化学-分析化学
CiteScore
12.10
自引率
12.20%
发文量
1949
审稿时长
1.4 months
期刊介绍: Analytical Chemistry, a peer-reviewed research journal, focuses on disseminating new and original knowledge across all branches of analytical chemistry. Fundamental articles may explore general principles of chemical measurement science and need not directly address existing or potential analytical methodology. They can be entirely theoretical or report experimental results. Contributions may cover various phases of analytical operations, including sampling, bioanalysis, electrochemistry, mass spectrometry, microscale and nanoscale systems, environmental analysis, separations, spectroscopy, chemical reactions and selectivity, instrumentation, imaging, surface analysis, and data processing. Papers discussing known analytical methods should present a significant, original application of the method, a notable improvement, or results on an important analyte.
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