Structural isotopic effects in the smallest chiral amino acid: observation of a structural phase transition in fully deuterated alanine

J Phys Chem B. 2007 May 17;111(19):5034-9. doi: 10.1021/jp070366z. Epub 2007 Apr 18.

Abstract

A first study of possible changes instigated by deuteration in amino acids was carried out using neutron diffraction, inelastic neutron scattering, and Raman scattering in l-alanine, C2H4(NH2)COOH. Careful analysis of the structural parameters shows that deuteration of l-alanine engenders significant geometric changes as a function of temperature, which can be directly related to the observation of new lattice vibration modes in the Raman spectra. The combination of the experimental data suggests that C2D4(ND2)COOD undergoes a structural phase transition (or a structural rearrangement) at about 170 K. Considering that this particular amino acid is a hydrogen-bonded system with short hydrogen bonds (O...H approximately 1.8 A), we evoke the Ubbelohde effect to conclude that substitution of hydrogen for deuterium gives rise to changes in the hydrogen-bonding interactions. The structural differences suggest distinct relative stabilities for the hydrogenous and deuterated l-alanine.

Publication types

  • Letter
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine / chemistry*
  • Deuterium
  • Molecular Structure
  • Neutron Diffraction
  • Phase Transition
  • Spectrum Analysis, Raman

Substances

  • Deuterium
  • Alanine