Skip to main content
. 2022 May 25;61(29):e202203995. doi: 10.1002/anie.202203995

Figure 4.

Figure 4

Effects of appended aromatic amino acids on membrane and cell uptake of helix‐constrained peptides. A) Structure of 4 and analogues 4  a–h with Cys/Hcy aryl‐substitutions at position 4. Yellow star represents N‐terminal derivatization with FITC‐βAla‐. B) Fractional partition in 1‐octanol/10 mM phosphate buffer pH 7.4 (1 : 1, v/v), used to determine logD 7.4 (top, mean of n ≥ 2). C), D) Partition coefficient (K p) for peptides 4 and 4  a–h in C) POPC or D) POPC : POPS (4 : 1) determined by fluorescence polarization after titration of peptides with vesicles in 10 mM HEPES/10 mM NaCl (pH 7.4). Error bars=mean±SD. E) Uptake of peptides (5 μM, 37 °C, 1 h) into HeLa cells measured (flow cytometry) as median fluorescence intensity normalized to 100 % for TAT. One‐way ANOVA, P values =ns (4  a), 0.011 * (4  c, 4  g), 0.0017 ** (4  j), < 0.0001 **** (all others). Error bars=mean±SEM.