New amphiphilic derivatives of cyclodextrins for the purpose of insertion in biological membranes: the “Cup and Ball” molecules

Synthesis, Rhodium Complexes and Catalytic Applications of a New Water‐Soluble Triphenylphosphane‐Modified β‐Cyclodextrin

“…This behavior is typical of CDs bearing encumbered hydrophobic group. [18,19] Note that the nanoprecipitation method was also applied for a stoichiometric As expected, PM-b-CD was not able to solubilize or disperse TPP in water. This experiment confirmed that the formation of stable aqueous dispersion was due to the presence of well identified hydrophilic and hydrophobic parts on the same molecule.…”

“…Due to its dual nature, PM‐β‐CD‐OTPP can aggregate in water thus originating organized structures. This behavior is typical of CDs bearing encumbered hydrophobic group 18,19. Note that the nanoprecipitation method was also applied for a stoichiometric mixture of permethylated β‐CD (PM‐β‐CD) and triphenylphosphane (TPP).…”

Physico-chemical investigation of asymmetrical peptidolipidyl-cyclodextrins

“…"Lollipop" molecules [36] have shown very strong self-inclusion of cyclodextrin derivatives mono-substituted with linear aliphatic chains. In order to prevent this phenomenon, a BOC group was added at the end of the chain for "cup and ball" molecules [15]. It has been demonstrated that the bulky t -butyl group did not penetrate deeply inside the cavity.…”

“…Some amphiphilic mono-substituted CDs have good solubility in aqueous solution, in which they can spontaneously organize in supramolecular architectures [15]. In order to avoid (1) and N -dodecyl-N α -(6 I -amidosuccinyl-6 I -deoxy-2 I ,3 I -di-Omethyl-hexakis (2 II-VII ,3 II-VII ,6 II-VII -tri-O-methyl) cyclomaltoheptaose)-L-leucine (2).…”

Crown ether-tethered cyclodextrins: superiority of the secondary-hydroxy side modification in binding tryptophan

“…In order to get an insight into the structures of the complexes of the secondary-hydroxy side-modified CyDs 3 and 4 with Trp, we measured 2D-ROESY 27,28 spectra, which are a powerful tool to explore conformations of host-guest complexes of CyDs. 15-18,28, 29 It is noted that in order to extract the information of the whole structure of the host-guest complex from 1 H NMR spectral data, it is essential to achieve unambiguous assignment of all the protons of a host and guest. However, the 1 H NMR spectra of 3 and 4, in the absence and presence of Trp, were too complicated to assign them fully.…”