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Access to Any Site Directed Stable Isotope (2H, 13C, 15N, 17O and 18O) in Genetically Encoded Amino Acids
Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA, Leiden, The Netherlands
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Received: 25 October 2012; in revised form: 10 December 2012 / Accepted: 24 December 2012 / Published: 2 January 2013
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.
Keywords: amino acids; isotope labelling; [5-13C]-leucine; [4-13C]-valine; 13C or 15N-enriched L-lysine; [18O]-benzylchloromethyl ether; [13C]-benzonitrile
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Dawadi, P.B.S.; Lugtenburg, J. Access to Any Site Directed Stable Isotope (2H, 13C, 15N, 17O and 18O) in Genetically Encoded Amino Acids. Molecules 2013, 18, 482-519.
Dawadi PBS, Lugtenburg J. Access to Any Site Directed Stable Isotope (2H, 13C, 15N, 17O and 18O) in Genetically Encoded Amino Acids. Molecules. 2013; 18(1):482-519.
Dawadi, Prativa B.S.; Lugtenburg, Johan. 2013. "Access to Any Site Directed Stable Isotope (2H, 13C, 15N, 17O and 18O) in Genetically Encoded Amino Acids." Molecules 18, no. 1: 482-519.