This unusual amino acid is used in Solid Phase Peptide Synthesis (SPPS) as a precursor to the tritium-induced Norvaline peptides,1 in the synthesis of branched peptides using a palladium-catalyzed coupling reaction,2 and as a reagent in the dual-catalyst Sonogashira coupling reaction.3
1. Eberle, AN. & Zeller, A. (1985). Tritiation of Peptides to High Specific Radioactivity. Part 1. Synthesis and Biological Properties of [13-(3H4)Norvaline]-?-MSH and of [2,23-Bis((3H2)tyrosine)]ACTH(1-24). Helvetica Chim Acta68, 1880. 2. Crisp, GT. & Robertson, TA. (1992). Palladium-catalyzed coupling of a propargylglycinededrivative. Tetrahedron48 3239. 3. Sonogashira, K. et al. (1975). A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes, and bromopyridines. Tetrahedron Lett16, 4467.