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• 1666-13-3 diphenyl diselenide 
• 67217-55-4 mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin 

Relevant academic research and scientific papers

Cyclodextrin-Derived Diorganyl Tellurides as Glutathione Peroxidase Mimics and Inhibitors of Thioredoxin Reductase and Cancer Cell Growth

Water-soluble diorganyl tellurides of the alkyl aryl or dialkyl type were prepared by treatment of mono-6-tosyl-β-cyclodextrin with sodium alkanetellurolates or arenetellurolates or sodium telluride. The novel cyclodextrin-derived organotelluriums were ev

Molecular Recognition Study on Supramolecular System. 14.1 Synthesis of Modified Cyclodextrins and Their Inclusion Complexation Thermodynamics with L-Tryptophan and Some Naphthalene Derivatives

A series of β-cyclodextrin derivatives, carrying pyridinio (4-6), phosphonyl (7, 8), seleno (9-11), m- and p-picolinyl (12, 13), o-chloroanilino (16), 8-quinolyl (17), furfuryl (18), and 9-fluorenyl (19) moieties in the side chain, were newly synthesized, and their complexation behavior was assessed and discussed thermodynamically, using L-tryptophan and a few naphthalene derivatives as representative guests. Calorimetric titrations have been performed at 25.0°C in buffered aqueous solution (pH 7.20) to give the complex stability constants and thermodynamic parameters for the 1:1 inclusion complexation of these guests with the native and modified α-, β-, and/or γ-cyclodextrins (1-20). All of the chemical modifications to the primary side of cyclodextrins examined led to significant changes in complex stability and thermodynamic parameters, which are elucidated in terms of the conformational, electrostatic, hydrogen-bonding, and hydration effects. Thermodynamically, the inclusion complexation is mainly enthalpy-driven with a negative or minor positive entropic contribution, which in some cases determines the complex stability. The induced circular dichroism spectral analyses of these cyclodextrin derivatives indicated that the aromatic moiety in modified β-cyclodextrins (4-6, 9-19) only shallowly penetrates into the hydrophobic cavity of β-cyclodextrin, while the phenyl phosphate and fluorenyl moieties in 7 and 20 are embedded into the hydrophobic cavity of β-cyclodextrin because of the longer linking chain. Using all the thermodynamic data for a wide variety of cyclodextrin derivatives obtained in this and previous studies, the entropy changes (TΔS) were plotted against the enthalpy changes (ΔH) to give an excellent linear relationship. The slope (α) of 1.02 and an intercept (TΔS0) of 4.3 of the regression line indicate substantial conformational changes and extensive desolvation caused upon complexation, respectively.

Molecular recognition study on supramolecular systems. Part 19. Circular dichroism studies of inclusion complexation of aliphatic alcohols by organoselenium modified β-cyclodextrins

Complex stability constants for the stoichiometric 1 : 1 inclusion complexation of various aliphatic alcohols with mono[6-(benzylseleno)-6-deoxy]-β-cyclodextrin (1). mono[6-(phenylseleno)-6-deoxy]-β-cyclodextrin (2), and mono-[6-(o-, m-, or p-tolylseleno)-6-deoxy]-β-cyclodextrin (3-5) have been obtained by spectrophotometric titrations at 25°C in phosphate buffer solution (pH = 7.2). The Cotton effects observed indicate that the aromatic moiety penetrates shallowly into the hydrophobia cavity of cyclodextrin. Therefore, the aromatic moiety can be taken as an induced circular dichroism (ICD) probe to investigate the inclusion phenomena. The results obtained demonstrate that the modified β-cyclodextrin (1) is highly sensitive to the size/shape and conformational rigidity of guest molecules, giving fairly good molecular selectivity up to 114 for adamantan-1-ol/cyclopentanol and relatively high EIZ selectivity up to 2.7 for geraniol/nerol. Interestingly, all of the modified β-cyclodextrins employed displayed relatively good enantioselectivity for (+)-enantiomers of borneol and menthol. The molecular recognition ability and enantioselectivity for aliphatic alcohols of the modified β-cyclodextrins (1-5) are discussed from the viewpoints of the size/shape-fit relationship and the multipoint recognition mechanism.