Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol

Cappadona, Taylor A.; Daniels, Lee M.; Siddiquee, Tasneem A.

doi:10.3390/app2040773

Cited by 5 publications

(3 citation statements)

References 18 publications

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“…27 Our recent study has also provided similar results. 42 Because the height of the cavity formed by a head-to-head dimer of βcyclodextrin (1.57 nm 43 ) is comparable to the acyl chain length of POPC, it is concluded that the acyl chains of POPC in the 1:4 complex are splayed apart, with each included within two MβCD molecules. 27 On the other hand, Tanhuanpaä̈et al have revealed that phospholipids, both of whose acyl chains are labeled with a pyrene moiety, can form a complex with two to three molecules of γ-cyclodextrin (which consists of eight glucose residues, whereas β-cyclodextrin consists of seven glucose residues) and that the complex formation enhances the excimer fluorescence, which indicates that the two pyrenelabeled acyl chains share the same γ-cyclodextrin cavity.…”

Section: Calculation Ofmentioning

confidence: 99%

Kinetic Analysis of the Methyl-β-cyclodextrin-Mediated Intervesicular Transfer of Pyrene-Labeled Phospholipids

2016

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Methyl-β-cyclodextrin (MβCD) can transfer phospholipids between vesicles, and its transfer ability has been utilized for the preparation of asymmetric vesicle and lipid incorporation into culture cells. Nevertheless, a detailed kinetic analysis of the MβCD-mediated phospholipid transfer has not yet been carried out. We performed real-time monitoring of intervesicular lipid transfer by means of the fluorescence of pyrene-labeled phospholipids. Intermolecular excimer formation of the pyrene-labeled lipids in a membrane strongly depends on the local concentration of the fluorophore and decreases when the pyrene-labeled lipids are transferred from donor (fluorophore-containing) vesicles to acceptor (fluorophore-free) vesicles. We monitored the fluorescence intensity of the pyrene monomer and excimer simultaneously and found that the excimer/monomer ratio decreased in the presence of MβCD, pointing to MβCD-mediated lipid transfer. The transfer rate depended on the MβCD concentration but not on the lipid concentration, suggesting that dissociation from the membrane via extraction by MβCD is the rate-limiting step of the lipid transfer. Calibration of the excimer/monomer ratio to the molar fraction of the pyrene-labeled lipids enabled us to evaluate the dissociation rate constant correctly. From the temperature dependence of the transfer, we obtained the thermodynamic activation parameters, which revealed that the extraction of phosphatidylcholine by MβCD from membranes is less enthalpically unfavorable than that of phosphatidylglycerol and phosphatidylinositol.

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Section: Calculation Ofmentioning

confidence: 99%

Kinetic Analysis of the Methyl-β-cyclodextrin-Mediated Intervesicular Transfer of Pyrene-Labeled Phospholipids

2016

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“…As known in the literature, cyclodextrins (CD), the basket-like cyclic oligosaccharides consisting of 6 or more α-D-glucopyranoside units, have the cavity for inclusion and are of great interest in the food industry, medicine, pharmaceutical, agriculture etc. These types of cavities make CD as most suitable hosts for a number of molecules in a variety of applications [8][9][10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

Investigation of New Dihydropyridine Derivative Solutions by Using of 2d Dosy NMR

Maharramov¹

2019

AChJ

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As a result of the multicomponent condensation reaction between the thiophenylidenemalononitril and malononitriles with (S)-(-)-1-phenylethylamine new heterocyclic dihydropyridine derivative [(S)-(-)-6amino-2-imino-1-(1-phenylethyl)-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile] was synthesized. DMSO-d 6 solutions of the new compound have been investigated in the presence of βcyclodextrin by using the 2D DOSY method. As confirmed by our investigations, water molecules formed the combined intermolecular hydrogen bond with the β-cyclodextrin and sample. Also, the hydrodynamic radius of new dihydropyridine derivative has been calculated.

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“…SSOS has been combined with other substances to successfully embed blackcurrant oil and lemon oil in a microcapsule core 14,15 . As a dextrin molecule having a hydrophilic appearance and a hydrophobic internal structure, β-cyclodextrin can form an inclusion complex with a guest molecule, re-sulting in a change in the physicochemical properties of the guest, which is widely used in the pharmaceutical field to improve the bioavailability of guest molecules 16,17 . The precursor of the microcapsule powder is a microcapsule emulsion.…”

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confidence: 99%

Preparation and Characterization of Emulsion-based Peony Seed Oil Microcapsule

Yang

Cao

et al. 2020

J. Oleo Sci.

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The peony is a flowering plant of genus Paeonia with many general and medical uses. The peony is native to Europe, Western North America, and Asia, including China and can have a seed oil content of 40 1, 2. Peony seed oil has many potential applications, including as an agent to reduce the risk of eye disease and eye fatigue. This potential is due to its high percentage 90 of unsaturated fatty acids UFAs of which 45 are α-linolenic acids ALAs 3. ALA can be converted to eicosapentaenoic acid EPA and docosahexaenoic acid DHA in humans and is used in the growth and development of brain cells. ALA and its derivatives suppress thromboxane, which is implicated in cardiovascular diseases. Due to a wide range of potentially beneficial applications, peony seed oil was approved as a new food resource by the State Administration for Market Regulation, formerly the China State Food and Drug Administration, in 2011 4. Although high in UFAs, peony seed oil is low in natural antioxidants, which makes it highly susceptible to oxidization leading to a reduction in nutrients and flavour and the production of free radicals which may negatively impact health 5. Therefore, an effective method of preventing oxidation is necessary 6 8 .

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Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol

Cited by 5 publications

References 18 publications

Kinetic Analysis of the Methyl-β-cyclodextrin-Mediated Intervesicular Transfer of Pyrene-Labeled Phospholipids

Kinetic Analysis of the Methyl-β-cyclodextrin-Mediated Intervesicular Transfer of Pyrene-Labeled Phospholipids

Investigation of New Dihydropyridine Derivative Solutions by Using of 2d Dosy NMR

Preparation and Characterization of Emulsion-based Peony Seed Oil Microcapsule

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