Chiral recognition in aqueous solution. Search for water-soluble chiral hosts with apolar binding sites

1986 ◽  
Vol 51 (17) ◽  
pp. 3270-3278 ◽  
Author(s):  
Yves Rubin ◽  
Klaus Dick ◽  
Francois Diederich ◽  
Taxiarchis M. Georgiadis
Keyword(s):  
Aqueous Solution ◽  
Binding Sites ◽  
Chiral Recognition ◽  
Water Soluble

Enantioselective Recognition of Chiral Guests by the Water-Soluble Chiral Keplerate {Mo132} Spherical Capsule with 30 Inner Lactate Ligands

2019 ◽  
Author(s):  
Nancy Watfa ◽  
Weimin Xuan ◽  
Zoe Sinclair ◽  
Robert Pow ◽  
Yousef Abul-Haija ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Chiral Recognition ◽  
Association Constants ◽  
Water Soluble ◽  
Enantioselective Recognition ◽  
H Nmr ◽  
Dosy Nmr ◽  
Spherical Capsule ◽  
Surface Pores ◽  
Guest Chemistry

Investigations of chiral host guest chemistry are important to explore recognition in confined environments. Here, by synthesizing water-soluble chiral porous nanocapsule based on the inorganic metal-oxo Keplerate-type cluster, {Mo<sub>132</sub>} with chiral lactate ligands with the composition [Mo<sub>132</sub>O<sub>372</sub>(H<sub>2</sub>O)<sub>72</sub>(<i>x-</i>Lactate)<sub>30</sub>]<sup>42-</sup> (<i>x</i> = D or L), it was possible to study the interaction with a chiral guest, L/D-carnitine and (<i>R</i>/<i>S</i>)-2-butanol in aqueous solution. The enantioselective recognition was studied by quantitative <sup>1</sup>H NMR and <sup>1</sup>H DOSY NMR which highlighted that the chiral recognition is regulated by two distinct sites. Differences in the association constants (K) of L- and D-carnitine, which, due to their charge, are generally restricted from entering the interior of the host, are observed, indicating that their recognition predominantly occurs at the surface pores of the structure. Conversely, a larger difference in association constants (K<i><sub>S</sub></i>/K<i><sub>R</sub></i> = 3) is observed for recognition within the capsule interior of (<i>R</i>)- and (<i>S</i>)-2-butanol.

Enantioselective Recognition of Chiral Guests by the Water-Soluble Chiral Keplerate {Mo132} Spherical Capsule with 30 Inner Lactate Ligands

2019 ◽  
Author(s):  
Nancy Watfa ◽  
Weimin Xuan ◽  
Zoe Sinclair ◽  
Robert Pow ◽  
Yousef Abul-Haija ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Chiral Recognition ◽  
Association Constants ◽  
Water Soluble ◽  
Enantioselective Recognition ◽  
H Nmr ◽  
Dosy Nmr ◽  
Spherical Capsule ◽  
Surface Pores ◽  
Guest Chemistry

Investigations of chiral host guest chemistry are important to explore recognition in confined environments. Here, by synthesizing water-soluble chiral porous nanocapsule based on the inorganic metal-oxo Keplerate-type cluster, {Mo<sub>132</sub>} with chiral lactate ligands with the composition [Mo<sub>132</sub>O<sub>372</sub>(H<sub>2</sub>O)<sub>72</sub>(<i>x-</i>Lactate)<sub>30</sub>]<sup>42-</sup> (<i>x</i> = D or L), it was possible to study the interaction with a chiral guest, L/D-carnitine and (<i>R</i>/<i>S</i>)-2-butanol in aqueous solution. The enantioselective recognition was studied by quantitative <sup>1</sup>H NMR and <sup>1</sup>H DOSY NMR which highlighted that the chiral recognition is regulated by two distinct sites. Differences in the association constants (K) of L- and D-carnitine, which, due to their charge, are generally restricted from entering the interior of the host, are observed, indicating that their recognition predominantly occurs at the surface pores of the structure. Conversely, a larger difference in association constants (K<i><sub>S</sub></i>/K<i><sub>R</sub></i> = 3) is observed for recognition within the capsule interior of (<i>R</i>)- and (<i>S</i>)-2-butanol.

scholarly journals Sulfobetaine Cryogels for Preferential Adsorption of Methyl Orange from Mixed Dye Solutions

Polymers ◽  
2021 ◽  
Vol 13 (2) ◽  
pp. 208
Author(s):  
Ramona B. J. Ihlenburg ◽  
Anne-Catherine Lehnen ◽  
Joachim Koetz ◽  
Andreas Taubert
Keyword(s):  
Aqueous Solution ◽  
Methylene Blue ◽  
Methyl Orange ◽  
Dye Removal ◽  
Selective Adsorption ◽  
Water Soluble ◽  
Organic Substances ◽  
Preferential Adsorption ◽  
Dimethyl Ammonium ◽  
Dye Solutions

New cryogels for selective dye removal from aqueous solution were prepared by free radical polymerization from the highly water-soluble crosslinker N,N,N’,N’-tetramethyl-N,N’-bis(2-ethylmethacrylate)-propyl-1,3-diammonium dibromide and the sulfobetaine monomer 2-(N-3-sulfopropyl-N,N-dimethyl ammonium)ethyl methacrylate. The resulting white and opaque cryogels have micrometer sized pores with a smaller substructure. They adsorb methyl orange (MO) but not methylene blue (MB) from aqueous solution. Mixtures of MO and MB can be separated through selective adsorption of the MO to the cryogels while the MB remains in solution. The resulting cryogels are thus candidates for the removal of hazardous organic substances, as exemplified by MO and MB, from water. Clearly, it is possible that the cryogels are also potentially interesting for removal of other compounds such as pharmaceuticals or pesticides, but this must be investigated further.

Membrane ion channels and ionic hydration energies

1980 ◽  
Vol 211 (1182) ◽  
pp. 51-62 ◽  
Keyword(s):  
Aqueous Solution ◽  
Ion Channels ◽  
Binding Sites ◽  
Low Energy ◽  
Electrostatic Energy ◽  
Ionic Hydration ◽  
Ionic Size ◽  
Hydration Energies ◽  
Ordered Water

The difficulty of modelling ion channels in membranes due to the low electrostatic energy of small ions in aqueous solution is discussed. Models based upon ordered water cage structures are shown to provide suitable low energy binding sites which are selective both for unhydrated ionic size and valence. The barriers for motion of ions within these channels are shown to be low.

scholarly journals Blinking and nonradiant dark fraction of water-soluble quantum dots in aqueous solution

2005 ◽  
Vol 102 (40) ◽  
pp. 14284-14289 ◽  
Author(s):  
J. Yao ◽  
D. R. Larson ◽  
H. D. Vishwasrao ◽  
W. R. Zipfel ◽  
W. W. Webb
Keyword(s):  
Aqueous Solution ◽  
Quantum Dots ◽  
Water Soluble

A Novel Water Soluble Bipyrazolic Tripod Azoic Dye as Chemosensor for Copper (II) in Aqueous Solution

2018 ◽  
Vol 2 (1) ◽  
pp. 29-38 ◽  
Author(s):  
Jalal Isaad ◽  
Tarik Harit ◽  
Haad Bessbousse ◽  
Ahmida El Achari ◽  
Fouad Malek
Keyword(s):  
Aqueous Solution ◽  
Water Soluble ◽  
Bipyrazolic Tripod
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