Zundel-type H-bonding in biomolecular ions

J Am Soc Mass Spectrom. 2014 Sep;25(9):1511-4. doi: 10.1007/s13361-014-0950-8. Epub 2014 Jul 8.

Abstract

Using quantum chemical calculations and infrared multiphoton dissociation (IRMPD) spectroscopy in the fingerprint and X-H stretching regions, we demonstrate here that the all-Ala (b6) fragment ion features a macrocyclic structure with C(2) symmetry. For this structure, the ionizing proton is equally shared by the Ala(1) and Ala(4) amide oxygens in a Zundel-type symmetric (X…H(+)…X) H-bond.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine / chemistry*
  • Amides / chemistry*
  • Hydrogen Bonding
  • Ions / chemistry
  • Mass Spectrometry
  • Models, Molecular
  • Peptides, Cyclic / chemistry*
  • Protons*
  • Spectrophotometry, Infrared

Substances

  • Amides
  • Ions
  • Peptides, Cyclic
  • Protons
  • Alanine