Solid-phase synthesis of linear and cyclic peptides containing a calix[4]arene amino acid

Biological applications of functionalized calixarenes

“…93 These C-linked peptidocalix [4]arene derivatives were further used to produce the nanotubes. 94,95 In 2003, Ungaro et al developed a new macrocyclic receptor 33 for carbohydrate recognition based on upper rim peptide bridged calix [4]arene. 96,97 Receptor 33, in which a charged phosphate group cooperates with peptide hydrogen-bonding donor and acceptor groups in the binding process, is the most efficient and selective in the complexation of simple carbohydrate derivatives.…”

Self-assembly strategies for improving the water solubility of new amino acid calix[4]resorcinarenes

“…Macrocyclic platforms anchoring amino acids are designed to model the organizational assembly and molecular recognition processes in biological systems. [4][5][6] Even though they possess a cavity suitable for molecular recognition, the highly symmetrical structures of simple calixarenes render them achiral. Therefore, in order for calixarenes to be more useful in biomimetic chemistry, they must be chiral.…”

“…Initially, L-cysteine residues were attached to the upper rims of calix [4]arene and calix [6]arene to yield products which were water-soluble at acidic and basic pH. Spectroscopic studies were then conducted which determined that the pH of the medium affected not only the hydrophobicities of the cavities but also their selectivities toward guests.…”