Structural Diversity in the Self‐Assembly of Pseudopeptidic Macrocycles

Abstract

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Nanobowls with controlled openings and interior holes driven by the synergy of hydrogen bonding and π–π interaction

“…However, current preparation of nanobowls highly relies on template methods, which are tedious, time-consuming and not environmentally friendly 8–10. Therefore, alternative methods such as self-assembly of polymers are considered as a facile strategy to prepare nanobowls 5,6,13–17. Recently, Feringa and coworkers prepared bowl-shaped nanoparticles by inducing molecular motor aggregation through mixing selective solvents.…”

Crystal Structure of the N-Benzyloxycarbonyl-alanyl-phenylalanyl-methyl Ester: The Importance of the H-Bonding Pattern

“…During our research on the supramolecular chemistry of simple pseudopeptidic compounds [18][19][20][21][22][23], we screened the crystallization conditions of several different N-protected dipeptide sequences. Thus, we observed that when the Z-AF-OH dipeptide was placed in a MeOH solution containing an excess of 12 N HCl, large crystals appeared after very long time (several months).…”

“…During our ongoing research program in the field of pseudopeptidic compounds [18,19], we became interested in the self-aggregation process of the molecules through non-covalent interactions [20][21][22]. Within this field, the peptidic sequence Z-AF-OH appeared as an interesting target for molecular recognition by synthetic pseudopeptidic macrocycles [23].…”

Synthesis of second-generation self-assembling Gemini Amphiphilic Pseudopeptides

“…[25][26][27][28][29][30][31][32][33][34] Moreover, the possibility of protonation/deprotonation producing differences in the self-assembling properties is an additional value. [35][36][37][38][39] These facts make amphiphilic protonable compounds very appealing for the design of delivery systems and stimuli responsive materials. [40][41][42][43] Regarding the available structural motifs for building such structures, the ones based on amino acids and peptides are especially versatile, since the natural amino acid side chains cover a wide polarity range and many different functional groups accessible for chemists.…”