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N,N,N-三烷基甘氨酸残基中α-碳原子的氢氘交换:ESI-MS 研究。

The hydrogen-deuterium exchange at α-carbon atom in N,N,N-trialkylglycine residue: ESI-MS studies.

机构信息

Faculty of Chemistry, University of Wrocław, Wrocław, Poland.

出版信息

J Am Soc Mass Spectrom. 2012 Jun;23(6):1024-8. doi: 10.1007/s13361-012-0359-1. Epub 2012 Mar 9.

DOI:10.1007/s13361-012-0359-1
PMID:22403022
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3345113/
Abstract

Derivatization of peptides as quaternary ammonium salts (QAS) is a known method for sensitive detection by electrospray ionization tandem mass spectrometry. Hydrogens at α-carbon atom in N,N,N-trialkylglycine residue can be easily exchanged by deuterons. The exchange reaction is base-catalyzed and is dramatically slow at lower pH. Introduced deuterons are stable in acidic aqueous solution and are not back-exchanged during LC-MS analysis. Increased ionization efficiency, provided by the fixed positive charge on QAS group, as well as the deuterium labeling, enables the analysis of trace amounts of peptides.

摘要

将肽衍生化为季铵盐(QAS)是一种通过电喷雾串联质谱法进行灵敏检测的已知方法。N,N,N-三烷基甘氨酸残基中α-碳原子上的氢可以很容易地被氘取代。交换反应是碱催化的,在较低 pH 值下反应非常缓慢。引入的氘在酸性水溶液中稳定,在 LC-MS 分析过程中不会回交换。QAS 基团固定的正电荷提供了更高的离子化效率,氘标记使得痕量肽的分析成为可能。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f3d/3345113/50edff8f1d4d/13361_2012_359_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f3d/3345113/10fc8be54866/13361_2012_359_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f3d/3345113/50edff8f1d4d/13361_2012_359_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f3d/3345113/10fc8be54866/13361_2012_359_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f3d/3345113/50edff8f1d4d/13361_2012_359_Fig2_HTML.jpg

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2
The isotopic exchange of oxygen as a tool for detection of the glycation sites in proteins.氧同位素交换作为检测蛋白质中糖基化位点的工具。
Anal Biochem. 2011 Dec 15;419(2):81-7. doi: 10.1016/j.ab.2011.08.040. Epub 2011 Aug 27.
3
Quaternary centres bearing nitrogen (α-tertiary amines) as products of molecular rearrangements.
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Molecules. 2022 Jun 26;27(13):4107. doi: 10.3390/molecules27134107.
4
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Molecules. 2021 Sep 28;26(19):5868. doi: 10.3390/molecules26195868.
5
Trends in the Design of New Isobaric Labeling Reagents for Quantitative Proteomics.新型等压标记试剂定量蛋白质组学设计的趋势。
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10
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