| Negative-ion electrospray ionization tandem mass spectrometry of N-phosphoryl amino acids and dipeptides. | |
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MedLine Citation:
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PMID: 11921264 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The negative-ions of N-phosphoryl amino acids were studied by electrospray ionization tandem mass spectrometry (ESI-MS/MS). The negative-ion ESI-MS/MS of N-phosphoryl amino acids showed characteristic fragmentation patterns different from those observed in the corresponding positive-ion ESI-MS/MS and negative-ion fast-atom bombardment mass spectra. For negative-ion ESI-MS/MS, a unique fragmentation from the N-terminal of N-phosphoryl amino acids or peptides containing a free beta-OH or CO(2)H group was observed to yield the characteristic fragment ion (RO)(2)P(O)O(-). The ease of the rearrangement depended on the position of the hydroxyl group in amino acids or peptides, and the N --> O rearrangement mechanism was proposed to involve the participation of the hydroxyl group. From previous solution-phase experiments and theoretical calculations, it was found that the beta-OH group was more active than gamma-OH, and the corresponding difference in negative-ion ESI-MS/MS was consistent with those previous findings. |
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Authors:
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Zhong-Zhou Chen; Shui-Bing Chen; Yi Chen; Yan-Mei Li; Jing Chen; Yu-Fen Zhao |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Rapid communications in mass spectrometry : RCM Volume: 16 ISSN: 0951-4198 ISO Abbreviation: Rapid Commun. Mass Spectrom. Publication Date: 2002 |
Date Detail:
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Created Date: 2002-03-28 Completed Date: 2002-04-18 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 8802365 Medline TA: Rapid Commun Mass Spectrom Country: England |
Other Details:
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Languages: eng Pagination: 790-6 Citation Subset: IM |
Copyright Information:
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Copyright 2002 John Wiley & Sons, Ltd. |
Affiliation:
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Bioorganic Phosphorus Chemistry Laboratory, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing 100084, P. R. China. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Dipeptides
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analysis* Hydroxylation Phosphoamino Acids / analysis* Spectrometry, Mass, Electrospray Ionization Spectrometry, Mass, Fast Atom Bombardment |
| Chemical | |
Reg. No./Substance:
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0/Dipeptides; 0/Phosphoamino Acids |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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