Amphiphilic bipolar duplex α-cyclodextrin forming vesicles

Smart regioselectivity towards mono 6-hydroxyl α-cyclodextrin amphiphilic derivatives

“…This involved phenomenon caught in our previous research on cyclodextrins. 8,20 This study was performed by using compound 4, which was synthesized from native a-CD according to a method the literature, as the starting material (Scheme 3). 14 this nucleophilic substitution, NaH promoted the deprotonation of CD hydroxyl groups for nucleophilic agent formation, or reacts with the bromine ion of RBr.…”

“…Monosubstituted derivatives were also utilized in the synthesis of dened CD dimers and oligomers, which exhibit stronger binding constants towards guest molecules than the corresponding monomers due to the cooperative inclusion. 8 The CD molecule has numerous hydroxyl groups in three different positions that make tiny differences to its reaction activity. The selective derivatization is oen a tough task, involving elaborate multistep protection-deprotections, with a low overall yield.…”

Site-Selective Heterofunctionalization of Cyclodextrins: Discovery, Development, and Use in Catalysis

“…This time, we were counting on the affinity between the cyclodextrin cavity and the substrate to improve the reaction. 41 Later, the host-guest interaction was also used for auto-healing of hybrid polyoxometalates 42 and, in a completely different area, for the formation of vesicles 43 and supramolecular crosslinking of biopolymers. For the latter studies, inspired by previous work, 44 we synthesized the new cyclic cyclodextrin dimers 71 and 72 45 and the tetramer 73 (Figure 5).…”

Efficient and Versatile Modification of the Secondary Face of Cyclodextrins through Copper‐Catalyzed Huisgen 1,3‐Dipolar Cycloaddition

“…[2] However, the utility of native CDs has limitations due to their fixed hydrophobic cavity sizes; furthermore, the water-solubility of readily available native β-CD is poor, and the association constants (K a ) of the inclusion complexes are usually low. Chemical modifications could offer opportunities to access novel CD hosts with improved properties for various applications, such as for use as novel inclusion hosts for drug delivery, [3][4][5] catalysis, [6][7][8][9][10][11] building blocks in supramolecular assemblies, [12][13][14][15] amphiphilic molecules for gene delivery, [16][17][18][19][20][21][22] ligands for complexing metals, [23][24][25] scaffolds for generating glycoclusters for enhancing carbo-groups, such as alkyl, alkenyl, ester, carboxylic acid, amide, and alcohol, have been successfully incorporated on the secondary face of β-CD from the same starting material. These functionalized CD derivatives could be used as building blocks for further structural modification or as hosts for different applications.…”