The Structure of the Elusive Simplest Dipeptide Gly-Gly

Angew Chem Int Ed Engl. 2017 Jun 1;56(23):6420-6425. doi: 10.1002/anie.201702425. Epub 2017 Apr 28.

Abstract

Among the hundreds of peptide compounds for which conformations have been determined by using different spectroscopic techniques, the structure of the simplest dipeptide glycylglycine (Gly-Gly) is conspicuously absent. Herein, for the first time, solid samples of Gly-Gly have been vaporized by laser ablation and three different structures have been revealed in a supersonic expansion by Fourier transform microwave spectroscopy. The intramolecular hydrogen bonding interactions that stabilize the observed forms have been established based on the 14 N nuclear quadrupole hyperfine structure. We have illustrated how conformer interconversion distorts the equilibrium conformational distribution, giving rise to missing conformers in the conformational landscape.

Keywords: conformational analysis; dipeptides; glycilglycine; laser ablation; rotational spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dipeptides / chemistry*
  • Fourier Analysis
  • Glycine / chemistry*
  • Hydrogen Bonding
  • Lasers
  • Microwaves
  • Protein Conformation
  • Spectrum Analysis / methods

Substances

  • Dipeptides
  • Glycine