Publications by authors named "Tyrone J Hogenauer"
Article Synopsis
- Low yields and significant epimerization in peptide-α-thioesters hinder the effectiveness of native chemical ligation (NCL), while more reactive peptide arylthioesters are difficult to manage due to hydrolysis.
- A new photochemical method using 7-nitroindoline is introduced, enabling high yield generation of protected peptide phenylthioesters from photoreactive precursors under neutral conditions and with minimal epimerization.
- This approach is compatible with Fmoc-strategy solid-phase synthesis and allows for global deprotection to obtain peptide phenylthioesters, and can also convert peptide precursors into hydrazides.
Under slightly basic or neutral reaction conditions peptide-alpha-thioesters are photochemically synthesized from peptide-alpha-nitroindoline precursors, either in solution, or by direct photorelease from a solid support.
View Article and Find Full Text PDF