• beta turn
• biomimetic
• peptide
• PLG
• Trofenitide

This thesis investigated the N-side reactivity challenges of (S)-(-)-Indoline-2-carboxylic Acid. Introducing the new coupling reagent T3P provided partial solutions to reactivity and purification issues. The study confirmed the tendency of N-Xaa-Ind-OR compounds to form diketopiperazine, impacting peptide synthesis. An attempt to synthesize the trofenitide analog N-Gly-Ind-Glu(OH)-OH was made, but its possible aggregation tendency limited characterization, leading to conformation studies on the protected tripeptide. Despite these challenges, the successful synthesis of Boc-Ind-Gly-Leu-OH, a neuroactive peptide mimetic, demonstrated the potential of (S)-(-)-Indoline-2-carboxylic Acid derivatives in neuroactive compound development. The findings contribute to peptide synthesis by offering solutions to reactivity issues and insights into neuroactive peptide mimetics.