Skip to main content
. Author manuscript; available in PMC: 2013 Mar 16.
Published in final edited form as: ACS Chem Biol. 2012 Jan 17;7(3):429–442. doi: 10.1021/cb200518n

Figure 2.

Figure 2

Oxazolyl alanine and thiazolyl alanine, arising from formal replacement of nitrogen in the imidazole side chain of histidine, are not found as natural amino acid metabolites. The pKa values indicate the lack of reactivity of the oxygen and sulfur atoms in those heterocycles as bases or nucleophiles.