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The McLafferty rearrangement in the Glu residue in a cyclic lipopeptide determined by Q‐TOF MS/MS
Author(s) -
Yang ShiZhong,
Liu XiangYang,
Mu BoZhong
Publication year - 2008
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.1456
Subject(s) - chemistry , residue (chemistry) , lipopeptide , cleavage (geology) , stereochemistry , methanol , cyclic peptide , chromatography , peptide , organic chemistry , biochemistry , bacteria , genetics , geotechnical engineering , fracture (geology) , engineering , biology
The intraresidue rearrangement and loss of the side chain of the Glu residue was found through MS/MS analysis of both original and methanol‐esterified lipopeptides. Both Glu and Asp residues in the cyclic lipopeptide were esterified. The MS/MS results showed that the loss of fragment 72 or 86 was induced by McLafferty‐type rearrangement from the Glu or esterified Glu. The mechanism of loss of the Glu residue can be used to determine or to corroborate the existence of the Glu and to help understand the fragment formation in MS/MS. The cleavage mechanism and m / z intensities imply that the sodium ion was easier attached and the cleavage would easily occur at specific sites. Copyright © 2008 John Wiley & Sons, Ltd.