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Enhanced detection of thiol peptides by matrix-assisted laser desorption/ionization mass spectrometry after selective derivatization with a tailor-made quaternary ammonium tag containing maleimidyl group
Li, Jun; Ma, Huimin; Wang, Xiaochun; Xiong, Shaoxiang; Dong, Suying; Wang, Shujuan
2007
Source PublicationRAPID COMMUNICATIONS IN MASS SPECTROMETRY
ISSN0951-4198
Volume21Issue:16Pages:2608-2612
AbstractThe goal of this study was to develop a new quaternary ammonium tag for the selective labeling of thiol peptides to improve their detection by using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The tag, 1-[3-(4-maleimidylphenoxy)propyl]trimethylammonium bromide (MPPTAB), was designed by using the maleimidyl moiety as a selective labeling group for thiols, and a positively charged quaternary ammonium moiety for improving ionization efficiency; the two moieties were combined by a bifunctional linker p-aminophenol. The properties of the tag were investigated with glutathione as a model peptide, and the derivatization conditions were also optimized with reversed-phase high-performance liquid chromatography. The results show that the effective derivatization of thiol peptides can be achieved at the reactant ratio of 3:1 (MPPTAB to the peptide) with a reaction time of 2h at 37 degrees C, and the excess MPPTAB can be removed with 2-mercaptoethanol. The comparative study by mass spectrometry indicates that, after derivatization, the signal intensity of thiol peptides with more polar residues such as GPVEDAITAAIGRVAC is increased by 3-5 times, while that with less polar residues like CLLLGGTMV and LCMFVPGYT can be enhanced by more than 100 times. This may be explained in terms of the introduction of the positive charge and the improvement of hydrophobicity: the former raises the ionization efficiency of the tagged peptides, and the latter facilitates their solubility in a hydrophobic matrix, which in turn increases the signal intensity. The present strategy may have a potential use in detecting low-abundant thiol peptides. Copyright (c) 2007 John Wiley & Sons, Ltd.
DOI10.1002/rcm.3133
Indexed BySCI
Language英语
WOS IDWOS:000248769800009
PublisherJOHN WILEY & SONS LTD
Citation statistics
Cited Times:19[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/62656
Collection中国科学院化学研究所
Corresponding AuthorMa, Huimin
AffiliationChinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100080, Peoples R China
Recommended Citation
GB/T 7714
Li, Jun,Ma, Huimin,Wang, Xiaochun,et al. Enhanced detection of thiol peptides by matrix-assisted laser desorption/ionization mass spectrometry after selective derivatization with a tailor-made quaternary ammonium tag containing maleimidyl group[J]. RAPID COMMUNICATIONS IN MASS SPECTROMETRY,2007,21(16):2608-2612.
APA Li, Jun,Ma, Huimin,Wang, Xiaochun,Xiong, Shaoxiang,Dong, Suying,&Wang, Shujuan.(2007).Enhanced detection of thiol peptides by matrix-assisted laser desorption/ionization mass spectrometry after selective derivatization with a tailor-made quaternary ammonium tag containing maleimidyl group.RAPID COMMUNICATIONS IN MASS SPECTROMETRY,21(16),2608-2612.
MLA Li, Jun,et al."Enhanced detection of thiol peptides by matrix-assisted laser desorption/ionization mass spectrometry after selective derivatization with a tailor-made quaternary ammonium tag containing maleimidyl group".RAPID COMMUNICATIONS IN MASS SPECTROMETRY 21.16(2007):2608-2612.
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