Redox-dependent binding ability of a flavin cyclophane in aqueous solution: hydrophobic stacking versus cavity-inclusion complexation

1990 ◽  
Vol 112 (5) ◽  
pp. 1783-1790 ◽  
Author(s):  
Eileen M. Seward ◽  
R. Bruce Hopkins ◽  
Wolfgang Sauerer ◽  
Suk Wah Tam ◽  
Francois Diederich
Keyword(s):  
Aqueous Solution ◽  
Inclusion Complexation ◽  
Binding Ability

scholarly journals Inclusion complexation of .BETA.-cyclodextrin with some sulfonamides in aqueous solution.

1978 ◽  
Vol 26 (4) ◽  
pp. 1162-1167 ◽  
Author(s):  
KANETO UEKAMA ◽  
FUMITOSHI HIRAYAMA ◽  
MASAKI OTAGIRI ◽  
YOUKO OTAGIRI ◽  
KEN IKEDA
Keyword(s):  
Aqueous Solution ◽  
Inclusion Complexation ◽  
Beta Cyclodextrin

scholarly journals Molecular Dynamic Simulation Analysis on the Inclusion Complexation of Plumbagin with β-Cyclodextrin Derivatives in Aqueous Solution

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6784
Author(s):  
Kulpavee Jitapunkul ◽  
Pisanu Toochinda ◽  
Luckhana Lawtrakul
Keyword(s):  
Aqueous Solution ◽  
Slow Release ◽  
Storage Temperature ◽  
Simulation Analysis ◽  
Inclusion Complexation ◽  
Storage Life ◽  
Release Mechanism ◽  
Guest Binding ◽  
Binding Cavity ◽  
Dynamics Simulations

Stable encapsulation of medically active compounds can lead to longer storage life and facilitate the slow-release mechanism. In this work, the dynamic and molecular interactions between plumbagin molecule with β-cyclodextrin (BCD) and its two derivatives, which are dimethyl-β-cyclodextrin (MBCD), and 2-O-monohydroxypropyl-β-cyclodextrin (HPBCD) were investigated. Molecular dynamics simulations (MD) with GLYCAM-06 and AMBER force fields were used to simulate the inclusion complex systems under storage temperature (4 °C) in an aqueous solution. The simulation results suggested that HPBCD is the best encapsulation agent to produce stable host–guest binding with plumbagin. Moreover, the observation of the plumbagin dynamic inside the binding cavity revealed that it tends to orient the methyl group toward the wider rim of HPBCD. Therefore, HPBCD is a decent candidate for the preservation of plumbagin with a promising longer storage life and presents the opportunity to facilitate the slow-release mechanism.

Ultrasonic Investigations of Inclusion Complexation of α-Cyclodextrin by DMSO in Pseudo-Binary Aqueous System

2015 ◽  
Vol 40 (4) ◽  
pp. 569-574
Author(s):  
Milena Kaczmarek-Klinowska ◽  
Tomasz Hornowski ◽  
Andrzej Skumiel ◽  
Monika Jażdżewska
Keyword(s):  
Experimental Data ◽  
Aqueous Solution ◽  
Heat Capacity ◽  
Inclusion Complexation ◽  
Adiabatic Compressibility ◽  
Resonance Method ◽  
Molecular Complexes ◽  
Aqueous System ◽  
Ultrasonic Waves ◽  
Stoichiometric Ratio

Abstract The paper reports the study of the complexation processes in aqueous solution of α-CD and DMSO. Cyclodextrins (CDs) (sometimes called cycloamyloses) are cyclic oligosaccharides formed by glucose units interconnected by α-(1,4) linkages; α-CD is one of three the most common CDs. It consists of six glucopyranose units. The speed of ultrasonic waves has been measured by the resonance method on ResoscanTM System apparatus. Some collateral data, such as density and heat capacity of the system, have also been measured. On the basis of the experimental data the excess adiabatic compressibility was determined. The extremes of the excess adiabatic compressibility function for different mixture compositions allowed us to establish the composition of molecular complexes formed in the solution. The obtained results suggest the formation of the α-CD with DMSO inclusion complexes with chemical stoichiometric ratio value of 1:1.

scholarly journals Host–guest interactions in nor-seco-cucurbit[10]uril: novel guest-dependent molecular recognition and stereoisomerism

2019 ◽  
Author(s):  
Xiaodong Zhang ◽  
Wei Wu ◽  
Zhu Tao ◽  
Xin-Long Ni
Keyword(s):  
Aqueous Solution ◽  
Molecular Recognition ◽  
Binding Ability ◽  
Excimer Fluorescence ◽  
Hydrophobic Effects

The unique monomer and excimer fluorescence emissions of pyrene were first exploited as distinctly photophysical signals to identify the possible diastereomers of guests within nor-seco-cucurbit[10]uril (NS-CB[10]) cavities. Further experiments revealed that balancing the hydrophilic and hydrophobic effects of the guest in aqueous solution can improve the molecular recognition and binding ability of NS-CB[10].

scholarly journals Inclusion complexes of pesticides in aqueous solutions of methylated-β-cyclodextrin

2013 ◽  
Vol 67 (2) ◽  
pp. 231-237 ◽  
Author(s):  
Goran Petrovic ◽  
Gordana Stojanovic ◽  
Olga Jovanovic ◽  
Aleksandra Djordjevic ◽  
Ivan Palic ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Water Solubility ◽  
Inclusion Complexation ◽  
Solubility In Water ◽  
Other Substances ◽  
Poorly Soluble ◽  
Enthalpy And Entropy ◽  
Methylated Cyclodextrin ◽  
Organic Pesticides ◽  
Hplc Data

Disadvantage of some organic pesticides is their low water solubility. Among other substances, cyclodextrins and modified cyclodextrins were considered as agents for improving pesticides water solubility. The solubility of poorly soluble pesticides, dimethoate, simazine, linuron and thiram, was determined in aqueous solution of methylated-?-cyclodextrin (mbCD) by ultraviolet spectrophotometry. Methylated-?-cyclodextrin was obtained by the modified Hawort method and characterized by 1H NMR and HPLC data. The average degree of substitution was 13.8. Methylation was done either on C-2, C-3, and C-6 atoms of glucopyranose unit therefore obtained product can be assort as randomly m?CD. Solubility of the studied pesticides in aqueous solution of m?CD increases in relation to their solubility in water for dimethoate 506, for simazine167, for thiram 44, and for linuron 20 times. Reactions of dimethoate and simazine with m?CD were entropy-driven while the inclusion complexation of m?CD with the linuron and thiram were driven by both, enthalpy and entropy, as determined by calorimetric measurements. The observed solubility increment of the investigated pesticides in aqueous solution of m?CD, suggests that it can be efficiently used in pesticide solutions formulations and increase their bioavailability, and biodegradability.

scholarly journals Interactions of Mycotoxin Alternariol with Cyclodextrins and its Removal from Aqueous Solution by Beta-Cyclodextrin Bead Polymer

Biomolecules ◽  
2019 ◽  
Vol 9 (9) ◽  
pp. 428 ◽  
Author(s):  
Fliszár-Nyúl ◽  
Lemli ◽  
Kunsági-Máté ◽  
Szente ◽  
Poór
Keyword(s):  
Aqueous Solution ◽  
Aqueous Solutions ◽  
Fluorescence Detection ◽  
Quaternary Ammonium ◽  
Chronic Exposure ◽  
Binding Ability ◽  
Promising Tool ◽  
Beta Cyclodextrin ◽  
Modeling Studies

Alternariol is an Alternaria mycotoxin that appears in fruits, tomatoes, oilseeds, and corresponding products. Chronic exposure to it can induce carcinogenic and xenoestrogenic effects. Cyclodextrins (CDs) are ring-shaped molecules built up by glucose units, which form host–guest type complexes with some mycotoxins. Furthermore, insoluble CD polymers seem suitable for the extraction/removal of mycotoxins from aqueous solutions. In this study, the interactions of alternariol with β- and γ-CDs were tested by employing fluorescence spectroscopic and modeling studies. Moreover, the removal of alternariol from aqueous solutions by insoluble β-CD bead polymer (BBP) was examined. Our major observations/conclusions are the following: (1) CDs strongly increased the fluorescence of alternariol, the strongest enhancement was induced by the native γ-CD at pH 7.4. (2) Alternariol formed the most stable complexes with the native γ-CD (logK = 3.2) and the quaternary ammonium derivatives (logK = 3.4–3.6) at acidic/physiological pH and at pH 10.0, respectively. (3) BBP effectively removed alternariol from aqueous solution. (4) The alternariol-binding ability of β-CD polymers was significantly higher than was expected based on their β-CD content. (5) CD technology seems a promising tool to improve the fluorescence detection of alternariol and/or to develop new mycotoxin binders to decrease alternariol exposure.

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