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Internal Proton Transfer Leading to Stable Zwitterionic Structures in a Neutral Isolated Peptide
Author(s) -
Rijs Anouk M.,
Ohanessian Gilles,
Oomens Jos,
Meijer Gerard,
von Helden Gert,
Compag Isabelle
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200906503
Subject(s) - zwitterion , pentapeptide repeat , chemistry , peptide , proton , charge (physics) , phase (matter) , chemical physics , molecule , organic chemistry , physics , biochemistry , nuclear physics , quantum mechanics
No solution for the zwitterion : An acid‐ and base‐containing pentapeptide was designed to explore the possibility of zwitterion formation in the gas phase, in the absence of a net charge. Internal proton transfer between peptide side chains in vacuo gave a zwitterion (highlighted in yellow; the canonical form is highlighted in blue), which was identified by gas‐phase IR spectroscopy.