1377321-10-2Relevant academic research and scientific papers
Synthesis of β-Thiol Phenylalanine for Applications in One-Pot Ligation-Desulfurization Chemistry
Malins, Lara R.,Giltrap, Andrew M.,Dowman, Luke J.,Payne, Richard J.
supporting information, p. 2070 - 2073 (2015/05/13)
(Chemical Equation Presented) The efficient synthesis of a β-thiol phenylalanine derivative is described starting from Garner's aldehyde. The utility of this amino acid in peptide ligation-desulfurization chemistry is described, including the trifluoroethanethiol (TFET)-promoted one-pot assembly of the 62 residue peptide hormone augurin.
Synthesis and utility of β-selenol-phenylalanine for native chemical ligation-deselenization chemistry
Malins, Lara R.,Payne, Richard J.
supporting information; experimental part, p. 3142 - 3145 (2012/10/07)
An efficient synthetic route to a suitably protected β-selenol- phenylalanine derivative from commercially available Garner's aldehyde is described. The incorporation of this building block into peptides and its application in native chemical ligation reactions with peptide thioesters are demonstrated. Ligation products were chemoselectively deselenized (including in the presence of unprotected cysteine residues) to provide native peptides.
