Does deprotonated benzoic acid lose carbon monoxide in collision-induced dissociation?

IF 1.9 3区 化学 Q3 BIOCHEMICAL RESEARCH METHODS Journal of Mass Spectrometry Pub Date : 2023-12-25 DOI:10.1002/jms.4990
Yingying Liu, Xue Wang, Danyang Zhang, Chen Wang, Haijiao Xie, Hongping Chen, Yunfeng Chai
{"title":"Does deprotonated benzoic acid lose carbon monoxide in collision-induced dissociation?","authors":"Yingying Liu,&nbsp;Xue Wang,&nbsp;Danyang Zhang,&nbsp;Chen Wang,&nbsp;Haijiao Xie,&nbsp;Hongping Chen,&nbsp;Yunfeng Chai","doi":"10.1002/jms.4990","DOIUrl":null,"url":null,"abstract":"<p>Decarboxylation is known to be the major fragmentation pathway for the deprotonated carboxylic acids in collision-induced dissociation (CID). However, in the CID mass spectrum of deprotonated benzoic acid (<i>m/z</i> 121) recorded on a Q-orbitrap mass spectrometer, the dominant peak was found to be <i>m/z</i> 93 instead of the anticipated <i>m/z</i> 77. Based on theoretical calculations, <sup>18</sup>O-isotope labeling and MS<sup>3</sup> experiments, we demonstrated that the fragmentation of benzoate anion begins with decarboxylation, but the initial phenide anion (<i>m/z</i> 77) can react with trace O<sub>2</sub> in the mass analyzer to produce phenolate anion (<i>m/z</i> 93) and other oxygen-containing ions. Thus oxygen adducts should be considered when annotating the MS/MS spectra of benzoic acids.</p>","PeriodicalId":16178,"journal":{"name":"Journal of Mass Spectrometry","volume":"59 1","pages":""},"PeriodicalIF":1.9000,"publicationDate":"2023-12-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Mass Spectrometry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/jms.4990","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOCHEMICAL RESEARCH METHODS","Score":null,"Total":0}
引用次数: 0

Abstract

Decarboxylation is known to be the major fragmentation pathway for the deprotonated carboxylic acids in collision-induced dissociation (CID). However, in the CID mass spectrum of deprotonated benzoic acid (m/z 121) recorded on a Q-orbitrap mass spectrometer, the dominant peak was found to be m/z 93 instead of the anticipated m/z 77. Based on theoretical calculations, 18O-isotope labeling and MS3 experiments, we demonstrated that the fragmentation of benzoate anion begins with decarboxylation, but the initial phenide anion (m/z 77) can react with trace O2 in the mass analyzer to produce phenolate anion (m/z 93) and other oxygen-containing ions. Thus oxygen adducts should be considered when annotating the MS/MS spectra of benzoic acids.

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
去质子苯甲酸在碰撞诱导解离过程中会损失一氧化碳吗?
众所周知,脱羧是碰撞诱导解离(CID)中去质子化羧酸的主要碎裂途径。然而,在 Q-orbitrap 质谱仪上记录的去质子化苯甲酸(m/z 121)的 CID 质谱中,发现主峰是 m/z 93,而不是预期的 m/z77。根据理论计算、18 个 O-同位素标记和 MS3 实验,我们证明苯甲酸阴离子的碎裂始于脱羧,但最初的苯醚阴离子(m/z 77)可与质量分析器中的痕量 O2 发生反应,生成苯酚阴离子(m/z 93)和其他含氧离子。因此,在标注苯甲酸的 MS/MS 图谱时应考虑氧加合物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Journal of Mass Spectrometry
Journal of Mass Spectrometry 化学-光谱学
CiteScore
5.10
自引率
0.00%
发文量
84
审稿时长
1.5 months
期刊介绍: The Journal of Mass Spectrometry publishes papers on a broad range of topics of interest to scientists working in both fundamental and applied areas involving the study of gaseous ions. The aim of JMS is to serve the scientific community with information provided and arranged to help senior investigators to better stay abreast of new discoveries and studies in their own field, to make them aware of events and developments in associated fields, and to provide students and newcomers the basic tools with which to learn fundamental and applied aspects of mass spectrometry.
期刊最新文献
Dissociation Chemistry of Protonated α-, β- and Other Amino Acids Using Multiple Stage Tandem Mass Spectrometry Phytochemical Profiling by HPLC-ESI-MS/MS and In Vitro Investigation of the Antidiabetic Activity of Cassia bakeriana Bark Extract and Fractions Issue Information Cover Image Advancing Native Mass Spectrometry Toward Cellular Biology
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1