10.1016/j.tetlet.2005.01.056
The research focuses on the synthesis of sidechain adapted β-turn mimics for modifying the C-terminus of substance P, a neurotransmitter implicated in various diseases. The study involves the creation of aminopiperidinonecarboxylate (APC) scaffolds with a fixed cis-conformation to perform a β-turn scan of substance P's messenger region. Key chemicals used in the research include dichloropyrazinones for synthesizing bicyclic precursors, HCl-saturated methanol for methanolysis, Boc2O and Fmoc-Cl for protection strategies, lithium iodide for ester cleavage, and ceric ammonium nitrate (CAN) for oxidative removal of protecting groups. The synthesis process also involves the use of solid-phase peptide techniques and various coupling reagents like TBTU for incorporating the APC scaffolds into the peptide sequence. The study successfully synthesizes a substance P peptide analogue and demonstrates the feasibility of introducing the APC scaffold into the peptide sequence, with ongoing work on biological testing of other analogues.