Dehydrogenation and dehalogenation of amines in MALDI-TOF MS investigated by isotopic labeling
文献类型：期刊论文
| 作者 | Kang, Chuanqing1; Zhou, Yihan2; Du, Zhijun1; Bian, Zheng1; Wang, Jianwei2; Qiu, Xuepeng1; Gao, Lianxun1; Sun, Yuequan2 |
| 刊名 | JOURNAL OF MASS SPECTROMETRY
 |
| 出版日期 | 2013-12-01 |
| 卷号 | 48期号:12页码:1318-1324 |
| 关键词 | Dehydrogenation Amines Isotopic Labeling Mass Spectroscopy Dehalogenation |
| ISSN号 | 1076-5174 |
| DOI | 10.1002/jms.3296 |
| 英文摘要 | Secondary and tertiary amines have been reported to form [M-H](+) that correspond to dehydrogenation in matrix-assisted laser desorption ionization time of flight mass spectrometry (MALDI-TOF MS). In this investigation, we studied the dehydrogenation of amines in MALDI-TOF MS by isotopic labeling. Aliphatic amines were labeled with deuterium on the methylene of an N-benzyl group, which resulted in the formation of [M-D](+) and [M-H](+) ions by dedeuteration and dehydrogenation, respectively. This method revealed the proton that was removed. The spectra of most tertiary amines with an N-benzyl group showed high-intensity [M-D](+) and [M-H](+) ion peaks, whereas those of secondary amines showed low-intensity ion peaks. Ratios between the peak intensities of [M-D](+) and [M-H](+) greater than 1 suggested chemoselective dehydrogenation at the N-benzyl groups. The presence of an electron donor group on the N-benzyl groups enhanced the selectivity. The dehalogenation of amines with an N-(4-halobenzyl) group was also observed alongside dehydrogenation. The amino ions from dehalogenation can undergo second dehydrogenation. These results provide the first direct evidence about the position at which dehydrogenation of an amine occurs and the first example of dehalogenation of haloaromatic compounds in MALDI-TOF MS. These results should be helpful in the structural identification and elucidation of synthetic and natural molecules. Copyright (c) 2013 John Wiley & Sons, Ltd. |
| 语种 | 英语 |
| WOS记录号 | WOS:000328252800010 |
| 出版者 | WILEY-BLACKWELL |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/46511]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Kang, Chuanqing |
| 作者单位 | 1.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, Changchun 130022, Peoples R China 2.Chinese Acad Sci, Changchun Inst Appl Chem, Natl Analyt Res Ctr Electrochem & Spect, Changchun 130022, Peoples R China |
| 推荐引用方式 GB/T 7714 | Kang, Chuanqing,Zhou, Yihan,Du, Zhijun,et al. Dehydrogenation and dehalogenation of amines in MALDI-TOF MS investigated by isotopic labeling[J]. JOURNAL OF MASS SPECTROMETRY,2013,48(12):1318-1324. |
| APA | Kang, Chuanqing.,Zhou, Yihan.,Du, Zhijun.,Bian, Zheng.,Wang, Jianwei.,...&Sun, Yuequan.(2013).Dehydrogenation and dehalogenation of amines in MALDI-TOF MS investigated by isotopic labeling.JOURNAL OF MASS SPECTROMETRY,48(12),1318-1324. |
| MLA | Kang, Chuanqing,et al."Dehydrogenation and dehalogenation of amines in MALDI-TOF MS investigated by isotopic labeling".JOURNAL OF MASS SPECTROMETRY 48.12(2013):1318-1324. |
入库方式： OAI收割
来源：化学研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。