• Title/Summary/Keyword: Cyclodextrins

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A MOLECULAR SIMULATION STUDY ON BETA-CYCLODEXTRIN POLYMERIC MEMBRANES

  • Tocci, Elena;Fama, Angelo;Perrone, Maria Pia;Russo,Nino;Drioli, Enrico
    • Proceedings of the Membrane Society of Korea Conference
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    • 2003.07a
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    • pp.57-59
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    • 2003
  • Molecular dynamics simulations have been performed on $\beta$-cyclodextrins octyl-derivative (b-CD) encapsulated into a polymer matrix of glassy poly(ether ether ketone) (PEEK-WC) material to investigate the effects of the complexation of p-nitrophenilacetate and naringin molecules with the aim to study the recognition properties of b-CD.

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Cyclodextrin as a Biomimetic Model Enzyme- the Catalysis of Aspirin Hydrolysis Included by Cyclodextrins (생체효소 유사물질로서의 시클로덱스트린의 작용- 시클로덱스트린으로 포접된 아스피린의 가수분해 촉매작용-)

  • Choi, Hee-Sook
    • Journal of Pharmaceutical Investigation
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    • v.21 no.4
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    • pp.231-236
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    • 1991
  • The molecular nature of aspirin hydrolysis was studied using cyclodextrin as a biomimetic model for esterase. Cyclodextrin was selected for this purpose because it meets the necessary requirements for the hydrolysis study, Dissociation constants and catalytic rates were obtained under alkaline conditions by the kinetic method.

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Solubility and Physicochemical Stability of Ondansetron Hydrochloride in Various Vehicles (용제 중 염산온단세트론의 용해성 및 안정성)

  • Gwak, Hye-Sun;Oh, Ik-Sang;Chun, In-Koo
    • Journal of Pharmaceutical Investigation
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    • v.33 no.1
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    • pp.45-49
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    • 2003
  • The solubility and stability of ondansetron hydrochloride (OS) in various vehicles were determined. The effect of cyclodextrins (CD) on the solubility of OS in water was determined by equilibrium solubility method. The solubility of OS at $32^{\circ}C$ increased in the rank order of isopropyl myristate (IPM) < propylene glycol laurate (PGL) ${\ll}$ propylene glycol monolaurate < propylene glycol monocaprylate (PGMC) < poly(ethylene glycol) 400 < diethylene glycol mono ethyl ether (DGME) < ethanol < poly(ethylene glycol) 300 < water (36.1 mg/ml) ${\ll}$ propylene glycol (PG) (283 mg/ml). The addition of PG or DGME to non-aqueous vehicles such as IPM, PGL and PGMC markedly increased the solubility of OS. The addition of CDs in water increased the solubility. Apparent stability constant for the CD complexation with OS was calculated to be $25.5\;M^{-1}$ for $2-hydroxypropyl-{\beta}-CD\;(2HP{\beta}CD)$. Twenty mM ${\beta}-CD$, 69.4 mM sulfobutyl ether ${\beta}-CD$ and 115.4 mM $2HP{\beta}CD$ increased the aqueous solubilty of OS 1.27, 2.18 and 1.85 times, respectively. OS was stable in buffered aqueous solution (pH 5.0). However, OS was relatively unstable in non-aqueous vehicles in the order of PG

Comparison of Inclusion Complex Formation Capacity of Cyclodextrins with Various Molecules and Characterization of Cyclodextrin-fatty Acid Complex (Cyclodextrin의 Inclusion Complex 형성능과 Fatty Acid와의 Complex 형성조건과 특성)

  • 이용현;정승환박동찬
    • KSBB Journal
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    • v.10 no.2
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    • pp.149-158
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    • 1995
  • The capacity of inclusion complex formation between ${\alpha}$-, ${\beta}$-, ${\gamma}$-cyclodextrins(CDs) and various compounds, such as pH indicators, biloslalns, glycoside, amino acid, and fatty acids, was compared. Fatty acid was identified as the most suitable ligand for fractionation of CDs in terms of capacity and selectivity. The effects of complex formation conditions, such as, mixing ratio of CD and fatty acid, pH, ionic strength, and temperature, on the capacity of fatty acrid-CD complex was also investigated. The carbon number of fatty acids was identified as the most significant factor determining the capacity and selectivity of inclusion complex formation of CDs. Capric acid(C10) and palmitic acid(C16) showed high specificity for ${\alpha}$- and ${\beta}$-CDs, respectively. Under the optimal conditions, the molar ratio of complex formed was found to be 1.0:2.6 for ${\alpha}$-CD/capric acid and 1.0:1.9 for ${\beta}$-CD/palmitic acid. X-ray diffraction and infrared spectrum of the formed inclusion complex were analyzed. The changes of enthalpy($\Delta$H) of the inclusion complex formation reaction was evaluated by differential scanning calorimetry, showed that the reaction was endothermic.

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Solubility Enhancement of Flavonols in the Inclusion Complex with Thioether-bridged Dimeric β-Cyclodextrins

  • Cho, Eunae;Jeong, Daham;Paik, Hyun-Dong;Jung, Seunho
    • Bulletin of the Korean Chemical Society
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    • v.35 no.8
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    • pp.2487-2493
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    • 2014
  • Dimeric ${\beta}$-cyclodextrin linked by a thioether bridge was synthesized from a reaction of mono-6-iodo-6-deoxy-${\beta}$-cyclodextrin with sodium sulfide, and the structure was analyzed using nuclear magnetic resonance spectroscopy and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The effects of thioether-bridged dimeric ${\beta}$-CD on the aqueous solubility of flavonols (myricetin, quercetin, and kaempferol) were investigated by ultraviolet-visible spectroscopy. The aqueous solubility of myricetin, quercetin, and kaempferol were enhanced 33.6-, 12.4-, and 10.5-fold following the addition of 9 mM of thioether-bridged dimeric ${\beta}$-CD. In comparison, the aqueous solubility of myricetin, quercetin, and kaempferol were enhanced 5.4-, 3.3-, and 2.7-fold using the same concentration of monomeric ${\beta}$-cyclodextrin. Furthermore, the formation of flavonol/thioether-bridged dimeric ${\beta}$-CD inclusion complexes was confirmed with nuclear magnetic resonance, Fourier-transform infrared spectroscopy, differential scanning calorimetry, and scanning electron microscopy. The results showed that the nature of the complexes significantly differed from that of free flavonols. Herein, we suggest that the thioether-bridged dimeric ${\beta}$-CD can act as an effective complexing agent for flavonols.

Effect of Cholesterol-loaded-cyclodextrin in Presence and Absence of Egg Yolk during Freezing Step on Quality of Markhoz Buck's Spermatozoa

  • Farshad, A.;Amidi, F.;Khor, A. Koohi;Rashidi, A.
    • Asian-Australasian Journal of Animal Sciences
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    • v.24 no.2
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    • pp.181-189
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    • 2011
  • Cryopreservation protocols induce partially irreversible damage to mammalian sperm plasma membranes. Previous studies have indicated that adding cholesterol to the plasma membrane, as cholesterol-loaded-cyclodextrins, improves cryosurvival of sperm. Therefore, the purpose of this study was to determine if treating sperm of Markhoz bucks with cholesterol-loaded-cyclodextrins (CLC) (0, 0.75, 1.5, 2.25 and 3 mg/ml diluted $240{\times}10^6$ sperm/ml) in Tris-citric acid-glucose diluents with and without egg yolk (containing 5% glycerol) would improve the post-thaw sperm quality. The motion characteristics were evaluated with a Computer Assisted System Analyzer (CASA); acrosome integrity and vitality were measured with the triple-stain technique. Samples were recovered before and after freezing by means of putting straws into $37^{\circ}C$ water for 30 sec and then parameters were assessed. The results showed that the treatments significantly affected motility, progressive motility, recovery rate, curvilinear velocity, beat cross frequency, live sperm with reacted acrosome, live sperm with unreacted acrosome, dead sperm with reacted acrosorne, and dead sperm with unreacted acrosome during freezing (p<0.05). However; no significant differences were found for average path velocity, straight line velocity, amplitude of lateral head displacement, straightness and linearity (p>0.05). The best results were observed for extender containing 2.25 mg/ml ($240{\times}10^6$ sperm/ml) CLC supplemented with 2.6% egg yolk. In conclusion, the findings of this study indicate improved Markhoz sperm viability and motility following treatment in the presence of egg yolk.

Selective Response of Dye Rotaxane to Metal Ions (금속 이온에 대한 염료 로택산의 선택적 반응성)

  • Park, Jong-S.
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2011.03a
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    • pp.35-35
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    • 2011
  • The design and preparation of novel dye rotaxanes have gained much interest recently, since such structure usually exhibits peculiar spectral and optical changes. In spite of the promising results to date, increasing pressure remains to develop novel supramolecular structures based on stimuli-responsive systems. This presentation covers the study of inclusion complexes of cyclodextrins and various chromophores, with an emphasis on our most recent outcome of anisotropic hydrogel. In this system, physical gelation prepared from simple mixture of CD and a azo dye is completed through specific host-guest interaction. The obtained hydrogel exhibits respective morphological transitions based on supramolecular assembly and dissociation, leading to either precipitation or a sol-to-gel transition. It can identify different classes of metal ions, and, among them, naked-eye differentiation of lead ion is possible due to the coordination-induced unthreading of dye molecules. Accompanying structural changes were verified by numerous characterization techniques, including 2D-ROESY, HR-MAS, UV-Visible absorption, small-angle X-ray scattering, and induced circular dichroism measurements. Such properties discussed here will find useful in analytical applications, such as metal ion sensing and removal applications.

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Production Enhancement of Menthol in Suspension Cultures of Peppermint Using Cyclodextrin (Peppermint 세포 현탁배양에서 Cyclodextrin을 이용한 Menthol의 생산성 증대)

  • 조규헌;임철호;박세춘;신명근
    • KSBB Journal
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    • v.13 no.1
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    • pp.26-30
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    • 1998
  • The suspension cultures of Mentha piperita produce menthol which has very low solubility in water due to its hydrophobicity. This can be considered as a factor for its low production in the suspension suspension cultures. Cyclodextrin has the hydrophobic cavity inside the molecule in which menthol can be captured and allow to form a stable complex. The suspension culture of Mentha piperita showed 70% higher production enhancement in the medium containing 1.5%(w/v) $\beta$-cyclodextrin than the control. $\beta$-cyclodextrin had no adverse effect on the cell growth and showed the best result among $\alpha$-, $\beta$- and $\gamma$-cyclodextrins tested in terms of menthol production. We demonstrated that $\beta$-cyclodextrin can be used to enhance the production of menthol in the suspension cultures by capturing hydrophobic menthol into the cavity of cyclodextrin molecules.

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The Hydrolysis Measurement of Cyclodextrins Using FTIR-ATR Spectrometry (FTIR-ATR 분광법을 이용한 사이클로덱스트린의 가수분해 측정)

  • Chung, Chinkap
    • Analytical Science and Technology
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    • v.13 no.5
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    • pp.549-557
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    • 2000
  • FRIR-ATR spectrometry has been used to monitor the aqueous reactions of compounds without distinct chromophores in ultraviolet and visible regions. For example, hydrolysis reactions of ${\alpha}$-cyclodextrin and ${\gamma}$-cyclodextrin in acidic aqueous solution were studied. FTIR-ATR method has been used for the monitoring of cyclodextrin hydrolysis in 1.0 M. 0.5 M, and 0.1 M HCl solutions, respectively. We also found that the hydrolysis of ${\alpha}$-cyclodextrin produced glucose, but the hydrolysis of ${\gamma}$-cyclodextrin proceeded further to give more fragmented products than glucose.

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