Abstract
AbstractWe have looked to spectral features of four model tripeptides 1–4 which all, except one (2), are hydrolysed within 24 h in Tfa. It has previously been demonstrated that the observed endopeptolysis1 requires a cis‐peptide bond between the first and second residue. Within H nmr spectroscopic confidence level, no cis‐peptide isomeric states however could be detected except to a slight extent in DMSO‐d6 (less than 8%), but only so for 1, 3 and 4. It is therefrom clear that the resistance of 2 against hydrolysis is best explained by the fact that trans → cis isomerization is very much hampered.
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