Year: 2024
Type: article
Abstract: (S)-Indoline-2-carboxylic acid (H-(2S)-Ind-OH) possesses the ability to influence the conformation of peptide bonds towards the cis amide isomer in polar solvents. However, its potential utilization as a conformational switch within long peptide sequences poses challenges due to its low reactivity and strong inclination to form diketopiperazines. The present study explores its reactivity under various conditions and proposes synthetic strategies to overcome these limitations. A series of H-(2S)-Ind-OH containing di- and tri-peptides have been efficiently synthesized and characterized, ready to be inserted in more complex and longer sequences.
Source: Chirality
DOI: 10.1002/chir.70008
Authors: Fabiana Cordella, Sophie Faure, Claude Taillefumier, Gennaro Pescitelli, Elisa Martinelli, Giuseppe Alonci, Zhengming Liu, Gaetano Angelici
Language: English
Subfield: Molecular Biology
Domain: Life Sciences
Open Access status: hybrid
Estimated APC paid: $3,840
Funder: Università di Pisa
Award: G8549379215
OpenAlex ID: W4405434344