Solvent-free crystallizations of amino acids: the effects of the hydrophilicity/hydrophobicity of side-chains

Biophys Chem. 2008 Dec;138(3):115-9. doi: 10.1016/j.bpc.2008.09.011. Epub 2008 Sep 19.

Abstract

This work studied the self-assembling (crystallizing) behaviour of amino acids in the absence of solvent and additives (by sublimation and deposition in vacuum), instead of from aqueous solution. It is found that the hydrophilicity/hydrophobicity of side-chains can significantly affect the crystallization of amino acids in the absence of solvent. Crystal structures of amino acids having hydrophobic side-chains (L-valine, L-leucine, L-isoleucine and l-methionine) obtained from sublimation are the same with those obtained from aqueous solution. New polymorphs for six amino acids are thought to have been obtained, based on X-ray diffraction and IR data for three of them (L-tyrosine, L-Phyenylalanine and L-tryptophan), and just IR data for the other three (L-alanine, L-proline and L-threonine).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids, Branched-Chain / chemistry*
  • Crystallization
  • Hydrophobic and Hydrophilic Interactions
  • Solvents
  • Spectroscopy, Fourier Transform Infrared
  • Vacuum
  • Water / chemistry*
  • X-Ray Diffraction

Substances

  • Amino Acids, Branched-Chain
  • Solvents
  • Water