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IF 1.8 3区化学 Q4 BIOCHEMICAL RESEARCH METHODS

Rapid Communications in Mass Spectrometry Pub Date : 2024-12-14 DOI:10.1002/rcm.9952

Radwa Mahmoud, Amir Khajavinia, Sedigheh Barzegar, Randy W. Purves, Robert B. Laprairie, Anas El-Aneed

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引用次数: 0

摘要

背景：由于植物大麻素具有多种药理特性和潜在的治疗用途，因此对其进行分析具有重要意义。本研究采用串联质谱（MS/MS）结合电喷雾离子化正离子模式，描述了一系列常见植物大麻素的碰撞诱导解离（CID）行为，旨在建立一个通用的 MS/MS 指纹：研究了 11-羟基-Δ9-四氢大麻酚（11-OH-THC）、6-羟基-大麻二酚（6-OH-CBD）和 7-羟基-大麻二酚（7-OH-CBD）。使用配备加热电喷雾离子化装置（HESI-Q Orbitrap）的四极杆-轨道阱质谱仪为单级和 MS/MS 分析提供精确的质量测量数据。此外，还使用三重四极杆线性离子阱质谱仪进行 MS/MS 和第二代 MS/MS (MS3) 分析：结果：在单级质谱分析过程中，所有植物大麻素都观察到了丰富的单电荷[M + H]+ 物种，质量精确度低于 5 ppm。由于结构相似，所有化合物在 MS/MS 分析中都表现出一些共同的碎片行为。通过比较碎片模式和识别诊断离子，建立了通用的 MS/MS 碎片模式。通过精确的质量测量和 MS3 实验，确认了碎片路径中提出的各种产物离子的结构：结论：所评估的化合物含有不同的官能团，从而产生了针对每种结构的独特产物离子。今后将利用 MS/MS 指纹来鉴定新结构，并开发有针对性的定量方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Establishment of a Mass Spectrometric Fingerprint of the Most Common Phytocannabinoids in Electrospray Ionization in Positive Ion Mode

Background

Analysis of the phytocannabinoids holds significant importance because of their various pharmacological properties and potential therapeutic applications. Tandem mass spectrometry (MS/MS) coupled with electrospray ionization in positive ion mode is employed in this study to describe the collision-induced dissociation (CID) behavior of a series of common phytocannabinoids with the aim of establishing a generalized MS/MS fingerprint.

Materials and Methods

Eight phytocannabinoids, namely, ∆⁹-tetrahydrocannabinol (THC), cannabidiol (CBD), cannabichromene (CBC), cannabigerol (CBG), tetrahydrocannabivarin (THCV), 11-hydroxy-Δ⁹-tetrahydrocannabinol (11-OH-THC), 6-hydroxy-cannabidiol (6-OH-CBD), and 7-hydroxy-cannabidiol (7-OH-CBD), were studied. A Quadrupole-Orbitrap mass spectrometer equipped with a heated electrospray ionization (HESI-Q Orbitrap) is used to provide accurate mass measurement data for single-stage and MS/MS analysis. In addition, a triple quadrupole-linear ion trap mass spectrometer was used to perform MS/MS and second-generation MS/MS (MS³) analyses.

Results

An abundant, singly charged [M + H]⁺ species during single-stage MS analysis was observed for all phytocannabinoids, with mass accuracies less than 5 ppm. Because of their structural similarities, all compounds showed some common fragmentation behavior in their MS/MS analysis. By comparing the fragmentation patterns and identifying diagnostic ions, a universal MS/MS fragmentation pattern was established. The structures of the various product ions proposed in the fragmentation pathway were confirmed with exact mass measurements and MS³ experiments.

Conclusions

The evaluated compounds contain varying functional groups, resulting in unique product ions, specific to each structure. The MS/MS fingerprints will be utilized in the future for the identification of new structures as well as the development of targeted quantification methods.

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来源期刊

Rapid Communications in Mass Spectrometry 化学-分析化学

CiteScore

4.10

自引率

5.00%

发文量

219

审稿时长

2.6 months

期刊介绍： Rapid Communications in Mass Spectrometry is a journal whose aim is the rapid publication of original research results and ideas on all aspects of the science of gas-phase ions; it covers all the associated scientific disciplines. There is no formal limit on paper length ("rapid" is not synonymous with "brief"), but papers should be of a length that is commensurate with the importance and complexity of the results being reported. Contributions may be theoretical or practical in nature; they may deal with methods, techniques and applications, or with the interpretation of results; they may cover any area in science that depends directly on measurements made upon gaseous ions or that is associated with such measurements.