Ester vs. amide on folding: a case study with a 2-residue synthetic peptideElectronic supplementary information (ESI) available: 1H, 13C, DEPT-135 NMR, 2D study spectra, ESI mass spectra and theoretical study of new compounds are included. CCDC 874039, 699500, 874040, 874041, 874042, 874043, 679454, 874044, 874045, 874046 and 874047. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3ob41967c
Although known for their inferiority as hydrogen-bonding acceptors when compared to amides, esters are often found at the C-terminus of peptides and synthetic oligomers (foldamers), presumably due to the synthetic readiness with which they are obtained using protected peptide coupling, deploying ami...
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