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Covalent and non‐covalent dissociations of gas‐phase complexes of avoparcin and bacterial receptor mimicking precursor peptides studied by collisionally activated decomposition mass spectrometry
Author(s) -
van der Kerkvan Hoof Anca,
Heck Albert J. R.
Publication year - 1999
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/(sici)1096-9888(199908)34:8<813::aid-jms836>3.0.co;2-7
Subject(s) - chemistry , covalent bond , residue (chemistry) , electrospray ionization , mass spectrometry , stereochemistry , lysine , combinatorial chemistry , organic chemistry , chromatography , amino acid , biochemistry
The gas‐phase stability and reactivity of non‐covalent complexes of avoparcin and bacterial receptor mimicking precursor peptides were probed by electrospray ionization mass spectrometry combined with collisionally activated decomposition (CAD) studies. The order of the gas‐phase stabilities of these non‐covalent complexes is different from the order of the stabilities of the same complexes in solution. The specific stereoselectivity observed in non‐covalent binding in solution is not retained in the gas phase. The presence of a lysine residue in the bacterial receptor mimicking precursor peptides appears to promote the gas‐phase stabilities of the antibiotic–peptide complexes. Complexes of avoparcin with receptor peptides containing a lysine residue are stabilized in the gas phase to such an extent that CAD of these non‐covalent complexes proceeds through a competition between non‐covalent and covalent fragmentation pathways. These results indicate clearly that the use of CAD mass spectra for the quantitative characterization of the stability of non‐covalent complexes in solution should be applied with extreme caution. Copyright © 1999 John Wiley & Sons, Ltd.