Getting the better of troublemakers: C-terminal peptide alcohols cannot be synthesized by conventional solidphase peptide synthesis (SPPS) because of the absence of a free carboxylic group to attach to the resin. This problem was circumvented by anchoring a β-amino alcohol residue to the resin to provide a starting point for SPPS. An intramolecular O-N acyl shift completed the synthesis of the desired peptides (see scheme).
|Number of pages||4|
|Journal||Angewandte Chemie - International Edition|
|Publication status||Published - 4 Jan 2010|
- Mitsunobu reaction
- O-n acyl shift
- Peptide alcohols
- Solid-phase synthesis