Functionalization p-cyclodextrin

Stenzel, M.H. Davis, T.P. Star polymer synthesis using trithiocarbonate functional P-cyclodextrin cores (reversible addition-fragmentation chain-transfer polymerization). J. Polym. Sci. A 2002,40 (24), 4498-4512. 

Summarizing as follows, we could say that we learned the following from the thermodynamic studies (1) The different stability of the copper(H) ternary complexes with functionalized P-cyclodextrins is enthalpy driven, in accordance with what was previously found for the ternary system without the CD cavity (2) The cis-disposition of the amine groups of the two ligands seems to be the discriminating factor, in some cases allowing the interaction of the aromatic residues of one the two isomers with the cavity (3) The difference in AH° values between the two copper(II) diastereoisomeric complexes reflects the different interactions of the aromatic moieties of the two amino acid enantiomers. 

ENANTIOSELECTIVE SEPARATION OF AROMATIC AMINO ACIDS BY MEANS OF COPPER COMPLEXES WITH FUNCTIONALIZED p-CYCLODEXTRINS... 

Walhagen, A., Edholm, L.E. (1991). Chiral separation of achiral stationary phases with different functionalities using P-cyclodextrin in the mobile phase and applications to bioanalysis and coupled columns. Chromatographia 32, 215-223. 

Rawjee, Y.Y., Stark, D.U., Vigh, G. Capillary electrophoretic chiral separations with cyclodextrin additives I. acids Chiral selectivity as a function of pH and the concentration of P-cyclodextrin for fenoprofen and ibuprofen. J. Chromatogr. 1993, 635, 291-306. 

Breslow s P-cyclodextrine ribonuclease model system represents one of the best examples concerning the construction of small enzyme-like molecules [33]. Breslow functionalized the P-cyclodextrine with two imidazole moieties (Figure 10.1). Selectively, catechol cyclic phosphate carrying a 4-tert-butyl group (Figure 10.1a) binds into the cavity of the catalyst (Figure 10. lb) in water solution, and is then hydrolyzed by the... 

The host-guest p-cyclodextrin-C522 complex formation was determined based on fluorescence blue shift as a function of the increasing p-cyclodextrin concentration from 10 6 to 10 2 M. Similar result was observed for coumarin C6 [4] and this blue shift was considered along with anisotropy results as a proof of the host-guest formation. Time-resolved fluorescence spectroscopy was utilized to differentiate between fluorescence dynamics of... 

Marchelli used the copper(II) complex of histamine-functionalized P-cy-clodextrin for chiral recognition and separation of amino acids [27]. The best results were obtained for aromatic amino acids (Trp). Enantioselective sensing of amino acids by copper(II) complexes of phenylalanine-based fluorescent P-cyclodextrin has been recently published by the same author [28, 29]. The host containing a metal-binding site and a dansyl fluorophore was shown to form copper(II) complexes with fluorescence quenching. Addition of d- or L-amino acids induced a switch on of the fluorescence, which was enantioselective for Pro, Phe, and Trp. This effect was used for the determination of the optical purity of proline. 

Kinetic experiments Either PMHS or HMS-301 reacted in toluene at 60 °C with peracetylated monoaUyl P-cyclodextrin in stoichiometric amounts with respect to Si-H. The concentration of P-cyclodextrin and Si-H was 0.032mol/L. The concentration of Karstedt catalyst was 20ppm of platinum content. Ahquots of the reaction medium were coUected at different times and the solutions were directly analyzed by IR spectroscopy in a hquid cell. The absorbance of the Si-H band at 2160cm was normalized to the absorbance of the C=0 stretching band of the ester at 1740cm . The decrease of the Si-H band was plotted as a function of time. The conversion is the complement to 100%. 

Organosilica Mesoporous Materials with Double Functionality Amino Groups and p-Cyclodextrin Synthesis and Properties... 

Native -cyclodextrin is not reactive enough to be condensed directly with APS, so a modihed cyclodextrin is needed. Monotosyl-P-cyclodextrin is the most used to prepare mono-functionalized cyclodextrins. 

FIG. 7.27 (A) The assembly of a P-cyclodextrin mortoJayer on a Au-electrode. (B) Cyclic voltammo-grams of Che -CD-functionalized Au-electrode in the presence of (a) 22a and (b) 22b at I gM. Insec Photoswitching behavior of the cathodic peak current. Experiments were performed in 0.01 M phosphate buffer (pH 10.8) at a scan rate of 100 mV s. (Adapted from reference 99, Figure I. Reproduced by permission of The Royal Society of Chemistry.)... 

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