Access to any site directed stable isotope ((2)H, (13)C, (15)N, (17)O and (18)O) in genetically encoded amino acids

Molecules. 2013 Jan 2;18(1):482-519. doi: 10.3390/molecules18010482.

Abstract

Proteins and peptides play a preeminent role in the processes of living cells. The only way to study structure-function relationships of a protein at the atomic level without any perturbation is by using non-invasive isotope sensitive techniques with site-directed stable isotope incorporation at a predetermined amino acid residue in the protein chain. The method can be extended to study the protein chain tagged with stable isotope enriched amino acid residues at any position or combinations of positions in the system. In order to access these studies synthetic methods to prepare any possible isotopologue and isotopomer of the 22 genetically encoded amino acids have to be available. In this paper the synthetic schemes and the stable isotope enriched building blocks that are available via commercially available stable isotope enriched starting materials are described.

Publication types

  • Review

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Animals
  • Carbon Isotopes / chemistry
  • Catalysis
  • Deuterium / chemistry
  • Humans
  • Isotope Labeling*
  • Nitrogen Isotopes / chemistry
  • Oxidation-Reduction
  • Oxygen Isotopes / chemistry
  • Proteins / chemistry*
  • Proteins / genetics

Substances

  • Amino Acids
  • Carbon Isotopes
  • Nitrogen Isotopes
  • Oxygen Isotopes
  • Proteins
  • Deuterium