1430084-07-3Relevant academic research and scientific papers
Native chemical ligation, thiol-ene click: A methodology for the synthesis of functionalized peptides
Markey, Lyn,Giordani, Silvia,Scanlan, Eoin M.
, p. 4270 - 4277 (2013)
The sequential combination of native chemical ligation and thiol-ene radical chemistry (NCL-TEC) on the resulting cysteine thiol has been investigated as a methodology for rapidly accessing functionalized peptides. Three sequential cycles of native chemical ligation and subsequent thiyl radical reactions (including a free-radical-mediated desulfurization reaction) were carried out on a peptide backbone demonstrating the iterative nature of this process. The versatility of the thiyl radical reaction at cysteine was demonstrated through the introduction of a number of different side chains including an amino acid derivative, a carbohydrate group, and an alkyl azide. Conditions were developed that allowed the sequential NCL-TEC process to proceed in high yield.
