Premium
Energy dependence of rearrangements of an N ‐terminal protecting group in tandem mass spectrometry of protonated tripeptides containing C ‐terminal arginine
Author(s) -
Schwartz Brenda L.,
Erickson Bruce W.,
Bursey Maurice M.,
Marbury G. Dean
Publication year - 1993
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210280210
Subject(s) - tripeptide , chemistry , tandem mass spectrometry , protonation , tandem , ion , molecule , mass spectrometry , collision induced dissociation , arginine , stereochemistry , amino acid , analytical chemistry (journal) , chromatography , organic chemistry , biochemistry , materials science , composite material
The types and intensities of tandem mass spectrometric products of side‐chain interactions were investigated with a hybrid tandem instrument. Positive‐ion unimolecular decomposition and collisionally activated decomposition studies were conducted on the [M + H] + ions of two N ‐benzyloxycarbonyl (Cbz or Z)‐protected tripeptides, Cbz‐Gly‐Leu‐Arg‐NH 2 and Cbz‐Gly‐Pro‐Arg‐NH 2 . The loss of benzyl alcohol (108 u) and the formation of other significant product ions and their dependence on collision energy and gas pressure suggest reaction between both ends of the molecule. Replacement of leucine with proline at the second position in the tripeptide produces a very intense [M + H − 108] + ion and fewer lower mass fragment ions in the tandem mass spectra for Cbz‐Gly‐Pro‐Arg‐NH 2 than in those for Cbz‐Gly‐Leu‐Arg‐NH 2 .