Carboxylated pillar[n]arene (n = 5–7) host molecules: high affinity and selective binding in water

2019 ◽  
Vol 17 (20) ◽  
pp. 5106-5111 ◽  
Author(s):  
Yamin Liu ◽  
Fang Zhou ◽  
Fan Yang ◽  
Da Ma
Keyword(s):  
Systematic Study ◽  
Water Soluble ◽  
Selective Binding ◽  
High Affinity ◽  
Host Molecules ◽  
Guest Chemistry

A systematic study of host–guest chemistry for water-soluble pillar[n]arenes in water.

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 Heterocyclic boronic acids display sialic acid selective binding in a hypoxic tumor relevant acidic environment

2017 ◽  
Vol 8 (9) ◽  
pp. 6165-6170 ◽  
Author(s):  
A. Matsumoto ◽  
A. J. Stephenson-Brown ◽  
T. Khan ◽  
T. Miyazawa ◽  
H. Cabral ◽  
...  
Keyword(s):  
Sialic Acid ◽  
Boronic Acids ◽  
Sialic Acids ◽  
Strong Interactions ◽  
Acidic Ph ◽  
Acidic Environment ◽  
Selective Binding ◽  
High Affinity ◽  
Ph Conditions ◽  
Hypoxic Tumor

A group of heterocyclic boronic acids demonstrating unusually high affinity and selectivity for sialic acids are described, with strong interactions under the weakly acidic pH conditions associated with a hypoxic tumoral microenvironment.

scholarly journals Inter-residue coupling contributes to high-affinity subtype-selective binding of α-bungarotoxin to nicotinic receptors

2013 ◽  
Vol 454 (2) ◽  
pp. 311-321 ◽  
Author(s):  
Steven M. Sine ◽  
Sun Huang ◽  
Shu-Xing Li ◽  
Corrie J. B. daCosta ◽  
Lin Chen
Keyword(s):  
Crystal Structure ◽  
Ligand Binding ◽  
Nicotinic Receptors ◽  
Radioligand Binding ◽  
Binding Domain ◽  
Tyrosine Residue ◽  
Selective Binding ◽  
Conserved Residues ◽  
High Affinity ◽  
Subtype Selective

On the basis of the crystal structure of a pentameric α7 ligand-binding domain chimaera with bound α-bungarotoxin, mutagenesis and radioligand-binding measurements show that high-affinity target-selective binding depends on interactions between a single conserved tyrosine residue in α7 and nearby conserved and non-conserved residues.

Molecular Selective Binding of Pyridinium Guest Ions by Water-Soluble Calix[4]arenes

2005 ◽  
Vol 2005 (21) ◽  
pp. 4581-4588 ◽  
Author(s):  
Yu Liu ◽  
En-Cui Yang ◽  
Yong Chen ◽  
Dong-Sheng Guo ◽  
Fei Ding
Keyword(s):  
Water Soluble ◽  
Selective Binding

Synthesis, in vitro and in silico studies of inhibitory activity towards α-amylase of bis-azole scaffolds linked by an alkylsulfanyl chain

2020 ◽  
Vol 98 (11) ◽  
pp. 725-735
Author(s):  
Vnira R. Akhmetova ◽  
Nail S. Akhmadiev ◽  
Radik A. Zainullin ◽  
Veronika R. Khayrullina ◽  
Ekaterina S. Mescheryakova ◽  
...  
Keyword(s):  
Active Site ◽  
Active Sites ◽  
Water Soluble ◽  
Human Pancreas ◽  
Diethyl Sulfide ◽  
High Affinity ◽  
Competitive Mechanism ◽  
In Silico Studies ◽  
Noncompetitive Inhibitor

Twelve new α,ω-bis[(3,5-dimethylpyrazol-4-yl)methylsulfanyl]alkanes linked by alkyl, diethyl sulfide, and triethyl dioxide spacers were prepared by the multicomponent reaction of acetylacetone, formaldehyde, α,ω-dithiols, and monosubstituted hydrazines. Testing of these products for inhibition of α-amylase enzyme in vitro showed that bis(N-methylpyrazolylmethylsulfanyl)ethane 4a inhibits the enzyme by the competitive mechanism. Meanwhile, the water-soluble adduct of bis(isoxazolylmethylsulfanyl)ethane 2 with HCl (2·HCl) is a noncompetitive inhibitor. The molecular docking results attest to high complementarity between the test molecules and the enzymes such as α-amylases from Aspergillus niger and human pancreas. Bis-pyrazole compounds 1, 1·HCl, and 4a and bis-isoxazole compounds 2 and 2·HCl positioned in the active site of both α-amylases form two closely spaced clusters. For all cases, the bioactive conformations of the modeled ligands were identified, demonstrating high affinity of the bis-azoles (1, 1·HCl, 2, 2·HCl, 4a) to the enzymes. Hydrogen bonds stabilizing their position in both α-amylases active sites were identified.

Water-soluble macrocyclic paddlanes and propellane as a new class of host molecules

1984 ◽  
pp. 2681 ◽  
Author(s):  
Yoshito Tobe ◽  
Hisashi Fujita ◽  
Itsuyo Wakaki ◽  
Kaoru Terashima ◽  
Kazuya Kobiro ◽  
...  
Keyword(s):  
Water Soluble ◽  
New Class ◽  
Host Molecules
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