Foldectures from the Self‐Assembly of Racemic Foldamers

Optimizing side chains for crystal growth from water: a case study of aromatic amide foldamers

“…Several features of the structure of 3 were found to be recurrent in other crystals: the centro-symmetrical nature of the lattice which is common in racemic foldamer helices 10a , 29 and the tendency of the helices to form cylindrical stacks that hide the hydrophobic aromatic cross-sections. 15a , b , 30 For oligomers 4–6 , crystals grew easily.…”

Unnatural helical peptidic foldamers as protein segment mimics

“…Lee's group has also extensively studied the aqueous selfassembly in solid shapes of surfactant-containing solutions of 1 : 1 alternating a/b hybrid foldamers. [255][256][257][258][259] In 2015, they demonstrated that 11-helix foldamer 104 self-assembles to repeatedly form a new set of foldectures with unique triangular double-pyramid morphology (Fig. 40).…”

The Diverse World of Foldamers: Endless Possibilities of Self-Assembly

“…In addition, when stock solutions in THF or methanol containing the equimolar mixtures of both enantiomers of Boc-(Aib-ACPC) 3 -Aib-OBn, depicted by R 2 = Aib-OBn in Figure 24 a, were added to aqueous P123 (24 g L −1 ), foldectures different from those obtained from pure enantiomers were generated [ 263 ]. Performing experiments with non-equimolar stock solutions, the authors also demonstrated that interactions between mirror images were favored with respect to those among molecules with the same chirality, because two distinct morphologies—one for the equimolar mixture and the other for the excess of pure enantiomer—could be separately observed.…”

“… ( a ) General structure of alternating Aib-ACPC hexamers and heptamers (Refs. [ 261 , 262 , 263 , 264 , 265 ]); ( b ) SEM images of foldectures created from Boc-(Aib-ACPC) 3 -OBn added to P123 aqueous solutions at (top) 0.0 g L −1 , (middle) 0.015 g L −1 , and (bottom) 8 g L −1 , and plausible mechanism for the formation of parallelogram plate-shaped foldectures. The common prismatic nucleation network is composed of alternating antiparallel layers (in blue and red) that have the highly hydrophobic faces lying in the b-c plane, whereas the hydrophilic faces lie in the two other planes.…”

“…Mixed α-β Foldamers Beyond the foldectures based on 12-helices of β-foldamers already reported in Section 2.3, Lee's group also extensively studied the aqueous self-assembly in solid shapes of surfactant-containing solutions of 1:1 alternating α-β foldamers showing the repetition of the Aib-trans-ACPC sequence, as shown in Figure 24a [261][262][263][264][265]. In all of these studies, the exact packing mode could be ascertained by an intelligent use of high-resolution powder X-ray diffraction (PXRD), whereas the morphologies of self-assembled nanostructures were observed by SEM and additional information could be obtained by applying various physico-chemical analyses, such as differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and FT-IR.…”