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Cyclic peptide as reference system for b ion structural analysis in the gas phase
Author(s) -
Chen Xian,
Tirado Marcus,
Steill Jeffrey D.,
Oomens Jos,
Polfer Nick C.
Publication year - 2011
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.1982
Subject(s) - chemistry , hydrogen–deuterium exchange , peptide , deuterium , dissociation (chemistry) , hydrogen , cyclic peptide , infrared multiphoton dissociation , stereochemistry , gas phase , acetylation , residue (chemistry) , ion , crystallography , organic chemistry , biochemistry , physics , quantum mechanics , gene
Infrared multiple photon dissociation spectroscopy and hydrogen/deuterium exchange methods are used to confirm the macrocylic structure of a b 6 peptide fragment by direct comparison with a synthetically made cyclic peptide. The acetylation of the peptide N‐terminus results in the inhibition of the macrocyclic formation, supporting the “head‐to‐tail” cyclization mechanism. Differences in hydrogen/deuterium exchange rates for macrocyclic and oxazalone structure peptide fragments are interpreted to be a result of the complex interplay of multiple basic sites in the peptide fragment, supporting the relay mechanism for deuterium exchange with CH 3 OD. Copyright © 2011 John Wiley & Sons, Ltd.

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