A new general approach for the synthesis of unusual amino acids

ORGN 715

Kate N. Fanning, katefan@chem.gla.ac.uk and Andrew Sutherland, andrews@chem.gla.ac.uk. Department of Chemistry, University Of Glasgow, Joseph Black Building, University Avenue, Glasgow, United Kingdom
Using a protected version of aspartic acid semi-aldehyde as a key intermediate, short efficient routes have been developed for the synthesis of a number of biologically active, non-proteinogenic amino acids. These include Gizzerosine 1 which causes the disease ‘black vomit' in poultry and amino acids with diazirine side-chains (e.g. 2), which have been used to identify protein-protein interactions in the cellular environment by UV-induced photo-crosslinking.