Figure 1.
Gallery of peptides 1–9 with increasing molecular weight employed in this study. Tripeptides 1–8 resulted from variation of the Ala‐Trp‐Ala motif: charges and hydrogen bond donors present in parent tripeptide 1 were removed by acylation, methylation and amidation in derivative 2; one perfluoroalkyl chain was introduced at the N‐terminus by acylation and the C‐terminus amidated in derivative 3; 4 was obtained by methylation of 3; fluorinated alkyl chains of different or equal length were introduced at the N‐ and C‐terminus by acylation and amidation, respectively, in derivative 5 and 6; 7 and 8 are sequence isomers of 6; high Trp and fluoroalkyl content realized by alternating Trp and Lys followed by acylation of the lysine side chains and the N‐terminus as exemplified in peptide 9.