Fmoc-Gly(Propargyl)-OH is a Fmoc protected glycine derivative useful for proteomics studies and solid phase peptide synthesis techniques. Glycine is the simplest, and least sterically hindered of the amino acids, which confers a high level of flexibility when incorporated into polypeptides. This unusual amino acid can be used in Solid Phase Peptide Synthesis (SPPS) as:
(1). a precursor to the tritium-induced Norvaline peptides;
(2). in the synthesis of branched peptides using a palladium-catalyzed coupling reaction;
(3). as a reagent in the dual-catalyst Sonogashira coupling reaction.
1. Eberle, A. N.; Zeller, A. Tritiation of Peptides to High Specific Radioactivity. Part 1. Synthesis and Biological Properties of [13-(3H4)Norvaline]-α-MSH and of [2,23-Bis((3H2)tyrosine)]ACTH(1-24). Helvetica Chim. Acta. 1985 (68) 1880-1892.
2. Crisp, G. T.; Robertson, T. A. Palladium-catalyzed coupling of a propargylglycinededrivative. Tetrahedron. 1992 (48) 3239-3250.
3. Sonogashira, K.; Tohda, Y.; Haghiara, N. A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes, and bromopyridines.Tetrahedron Lett.,1975 (16) 4467-4470.