• Title/Summary/Keyword: ${\beta}-Cyclodextrin$

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Chiral Separation of Derivatized Racemic Alcohols on Substitued Cyclodextrin Stationary Phases by Capillary Gas Chromatography (모세관 기체 크로마토그래피에 의한 치환된 Cyclodextrin 정지상을 이용한 알코올 유도체의 키랄분리)

  • Lee, Sun-Haing;Seo, Yeong-Ju;Lee, Kwang-Pill
    • Journal of the Korean Chemical Society
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    • v.39 no.2
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    • pp.94-102
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    • 1995
  • S-Hydroxypropyl(PH) ${\beta}$-cyclodextrin(hydrophilic), dialkyl(DA)-cyclodextrin(hydrophobic), trifluoroacetyl(TA) ${\gamma}$-cyclodextrin(intermediate) stationary phases were used for gas chromatographic separation of racemic alcohols and their derivatives. All the alcohols used for this experiment were derivatived by using trifluoro acetic anhydride, acetic anhydride, or trichloro acetic anhydride. It is apparent that the enantioselectivity of the enantiomeric pairs was very dependent on the type of acylation reagent. The best experimental condition of optical resolution of the alcohols and their derivatives was different on the polarity of the solute molecules. The chiral separation was also studied depending on temperature, polarity of the column, and hydrogen bonding ability and steric effect between the alchols and CD stationary phase. The chiral recognition mechanism is dependent not upon the kinds of the chiral stationay phases but upon the derivatization of the racemic alchols.

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Ultrasonic Relaxation for Complexation Reaction Between β-Cyclodextrin and Butanoic Acid in Aqueous Solution (사이크로덱스트린과 부탄산의 복합체 형성반응에 의한 초음파 완화)

  • Bae, Jong-Rim
    • The Journal of the Acoustical Society of Korea
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    • v.31 no.2
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    • pp.100-106
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    • 2012
  • The aim of this work was to reveal the effect of butanoic acid in its dissociated form and undissociated form as a guest molecule on the kinetic parameters in an inclusion reaction with ${\beta}$-cyclodextrin (${\beta}$-CD). Ultrasonic absorption measurements in the frequency range from 0.2 to 45 MHz were carried out for ${\beta}$-CD solutions with butanoic acid at $25^{\circ}C$ by ultrasonic relaxation method. The rate and the equilibrium constants were obtained from the guest concentration dependence of the relaxation frequency, and the standard volume change of the complexation reaction were obtained from the maximum absorption per wavelength. A single relaxational absorption was observed, and the cause of the relaxation was attributed to a perturbation of the chemical equilibrium associated with a complexation reaction between ${\beta}$-CD and butanoic acid. These results were compared with those in solutions containing both ${\beta}$-CD and different guest molecules. It was found that the hydrophobicity of guest molecules played an important role in the formation of the inclusion complex and also that the charge on the carboxylic group had a considerable effect on the kinetic characteristics of the complexation reaction.

Low Cholesterol Mozzarella Cheese Obtained from Homogenized and β-Cyclodextrin-Treated Milk

  • Kwak, H.S.;Nam, C.G.;Ahn, J.
    • Asian-Australasian Journal of Animal Sciences
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    • v.14 no.2
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    • pp.268-275
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    • 2001
  • The effects of homogenization conditions and $\beta$-cyclodextrin ($\beta$-CD) on cholesterol removal of Mozzarella cheese were examined. The homogenization pressure influenced markedly on the cholesterol removal in milk and, 75.64% of cholesterol, the highest rate, was removed at $70.0kg/cm^2$. In addition, an increase in temperature resulted in an increase of cholesterol removal in the range of 71.75 to 78.22%. Among different concentrations of $\beta$-CD addition, 1.0% showed 78.21% of cholesterol removal. Therefore, cholesterol-reduced Mozzarella cheese was made by cheese milk treated with 70 $70.0kg/cm^2$ homogenization at $70^{\circ}C$ and 1% $\beta$-CD addition for a subsequent study. The cholesterol reduction of cholesterol-reduced Mozzarella cheese was 63.92%. Meltability, stretchability and oiling-off in cholesterol-reduced cheese were significantly lower than those in control. Hardness, gumminess and chewiness were significantly reduced, while cohesiveness and elasticity increased. Appearance and flavor of the cheese were superior, but texture inferior to the control.

Chiral Separation of Arylalcohols by Capillary Electrophoresis Using Sulfonated β-Cyclodextrin and Ag Colloids as Additives

  • Choi, Seong-Ho;Noh, Hyen-Ju;Lee, Kwang-Pill
    • Bulletin of the Korean Chemical Society
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    • v.26 no.10
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    • pp.1549-1554
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    • 2005
  • Chiral separation of arylalcohols such as 1-phenyl-1-propanol, 1-phenyl-2-propanol, and 2-phenyl-1-propanol by capillary electrophoresis was studied using sulfonated $\beta$-cyclodextrin (CD) as a chiral selector and Ag colloids as an additive. The optimum separation condition of arylalcohols was found to be the chiral selector concentration of 6.5 mM, applied voltage of 15 kV, and pH of 7.0. In order to improve chiral separation, an Ag colloid was mixed with a running buffer. The resolution in the Ag colloid-mixed running buffer was considerably superior to that obtained with the sulfonated $\beta$-CD alone. The molar ratio of sulfonated $\beta$-CD to Ag colloid, which is one of critical parameters affecting resolution, was found to be optimum at 65 : 1. In order to elucidate the resolution mechanism, an inclusion-complex of the arylalcohols with sulfonated $\beta$-CD was prepared by mixing and shaking in solution, and then characterized by cyclic voltammetry (CV). The inclusion mechanism was also discussed using experimental results.

Characterization of Bacillus stearothermophilue Cyclodextrin Glucanotransferase that Expressed by Saccharomyces cerevisiae (Saccharomyces cerevisiae에서 발현된 Bacillus stearothermophilus Cyclodextrin Glucanotransferase의 특성)

  • 박현이;전숭종;권현주;남수완;김한우;김광현;김병우
    • Microbiology and Biotechnology Letters
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    • v.30 no.4
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    • pp.293-297
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    • 2002
  • The cyclodextrin glucanotransferase (CGTase) gene from Bacillus stearothermophilus NO2 was expressed in Saccharomyces cerevisiae 2805 under the adhl promoter. The CGTase was purified from S. cerevisiae 2805/pVT-CGTS. The purified enzyme exhibited a optima of activity around pH 7.0 and $65^{\circ}C$. Thermal stability of the enzyme was increased fairly as compared with the CGTase of B. stearothermophilus NO2. The conversion yield of cyclodextrin (CD) and the production ratio of $\alpha$-, $\beta$,-, ${\gamma}$-CD from starch were showed similarly aspect to the CGTase of B. stearothermophilus NO2.

Study of a Supercritical Fluid Process for the Preparation of Hydroxypropyl-β-cyclodextrin Inclusion Complexes (Hydroxypropyl-β-cyclodextrin 포접복합체 제조를 위한 초임계유체 공정 연구)

  • Lee, Sang-Yun;Kim, Jeong-Kyu;Kim, Woo-Sik;Ryu, Jong-Hoon;Lim, Gio-Bin
    • Korean Chemical Engineering Research
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    • v.43 no.1
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    • pp.110-117
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    • 2005
  • In this work, solid-state inclusion complex powders of itraconazole and $2-hydroxypropyl-{\beta}-cyclodextrin(HP-{\beta}-CD)$ were produced by a supercritical anti-solvent (SAS) process. In order to evaluate the degree of complexation, the thermal behavior of the microparticulate complexes was investigated using differential scanning calorimetry. The experimental results obtained for the solubility and dissolution rate of the microparticulate inclusion complexes in a buffer solution of pH 1.2 showed that the complexation of itraconazole with $HP-{\beta}-CD$ results in a significant increase in the solubility and dissolution rate of itraconazole. The particle size of the SAS-produced inclusion complexes was dramatically reduced ($<0.1-0.5{\mu}m$) compared with untreated itraconazole ($30-50{\mu}m$) and $HP-{\beta}-CD$ ($50-100{\mu}m$). The solubility of itraconazole was increased with the increase of pressure at a constant temperature to ca. $758.6{\mu}g/mL$ in an aqueous medium of pH 1.2. The dissolution rate of itraconazole was observed to be significantly improved and about 90% of itraconazole was found to be dissolved within 5-10 min.

Effect of Crosslinked β-cyclodextrin on Quality of Cholesterol-reduced Cream Cheese

  • Kim, Song-Hee;Han, Eun-Mi;Ahn, Joungjwa;Kwak, Hae-Soo
    • Asian-Australasian Journal of Animal Sciences
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    • v.18 no.4
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    • pp.584-589
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    • 2005
  • This study was carried out to investigate the effects of different types of $\beta$-cyclodextrin ($\beta$-CD) treatments on chemical and sensory characteristics of cholesterol-reduced cream cheese. The cholesterol removal rates were 92.0% in cream cheese treated by powder $\beta$-CD, and 82.6% in cream cheese treated by crosslinked $\beta$-CD. Amounts of short-chain fatty acid and free amino acids were significantly lower in cream cheese made by crosslinked $\beta$-CD-treated milk, especially after 2 weeks storage, compared with those of no $\beta$-CD-treated control and cream cheese made by powder $\beta$-CD treated milk. Among rheological properties, cohesiveness was significantly higher, and gumminess in cream cheese made by crosslinked $\beta$-CD-treated milk was slightly lower than others. In sensory analysis, no difference was found in texture among treatments, while bitterness was lower in the early stage of storage, and overall quality was higher score, in cream cheese made by crosslinked $\beta$-CD-treated cream at 3 and 4 week storage, compared with those in control and powder $\beta$-CD-treated group. The present study indicated that crosslinked $\beta$-CD treatment resulted in an efficient cholesterol removal rate over 80% and a deceleration of ripening, which may provide a longer shelf life without significant adverse effects in chemical and sensory properties.

Influence of Feeding β-Cyclodextrin on Reducing the Content of Cholesterol in Pork (돼지고기의 콜레스테롤 함량 감소에 관한 β-Cyclodextrin의 급여효과)

  • Park, Byung-Sung
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.35 no.3
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    • pp.328-334
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    • 2006
  • The main objective of the present study was to determine the effect of dietary ${\beta}-cyclodextrin\;({\beta}CD)$ on reducing the cholesterol content of pork. Twelve swine of 50 kg body weight were randomly distributed into four groups of three heads each and fed experimental diets for 9 weeks until they reached a market weight of 110 kg. They were assigned to the four experimental diets containing 0% (control), 1.5%, 3.0% or 5.0% pure ${\beta}CD$. Daily feed intake, body weight gain and feed efficiency were not significantly different between any of the four group. The plasma total lipid, triacylglycerol and total cholesterol content of the swine in the three ${\beta}CD$-fed groups were significantly (p<0.05) decreased when compared to those in the control group, and were significantly (p<0.05) reduced by 21.80%,55.58% and 27.69%, respectively, in the swine fed on 5% ${\beta}CD$. The cholesterol content of pork belly (mg/100g) was significantly (p<0.05) decreased by 5.33 mg, 12.70 mg and 15.23 mg in the swine maintained on 1.5%, 3.0% and 5.0% ${\beta}CD$, respectively. The cholesterol content of pork belly, when expressed as the rate of reduced cholesterol, was significantly (p<0.05) decreased by 6.44%, 15.36% and 18.42% in groups of 1.5%, 3.0% and 5.0% ${\beta}CD$, respectively, when compared to that of the control group. These results suggest that dietary ${\beta}CD$ may be classified as dietary fiber which can modulate cholesterol metabolism in swine.

Enzymatic Properties of Cyclodextrin Glycosyltransferase from Alkalophilic Bacillus sp. YC-335 (호알칼리성 Bacillus sp.가 생산하는 Cyclodextrin Glycosyltransferase의 효소적 특성)

  • Jung, Yong-Joon;Jung, Myeong-Ho;Yu, Ju-Hyun
    • Korean Journal of Food Science and Technology
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    • v.23 no.1
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    • pp.93-97
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    • 1991
  • The enzymatic properties of purified CGTase from alkalophilic Bacillus sp. YC-335 have been examined. Apparent Vmax values of the enzyme in transferring glycosyl residues ${\alpha}-,\;{\beta}-and\;{\gamma}-cyclodextrin(CD)$ to sucrose were $16.13,\;21.8\;and\;9.8{\mu}moles/min/mg\;protein$, respectively and Km values of the corresponding CD were 1.68, 0.33 and 0.37 mM, respectively. A number of saccharides, specially starch hydrolyzates such as glucose and maltose, could activate the dextrinizing activity of the enzym. However, the dextrinizing activity was inhibited by ${\beta}-CD$. It was found from Lineweaver-Burk plot that the inhibition of CGTase by ${\beta}-CD$ was noncompetitive. High performance liquid chromatographic analysis showed that the enzyme has three kinds of activity ; transglycosylation and disproportionation as well as cyclization.

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Purification and Characterization of Cyclodextrin Glucanotransferase from Bacillus stearothermophilus KJ16 (Bacillus stearothermophilus KJ16이 생산하는 Cyclodextrin Glucanotransferase 의 정제와 효소특성)

  • Kwon, Hyun-Ju;Nam, Soo-Wan;Kim, Kwang-Hyun;Song, Seong-Koo;Yun, Jong-Won;Kim, Byung-Woo
    • Journal of Life Science
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    • v.8 no.3
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    • pp.326-332
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    • 1998
  • Cyclodextrin glucanotransferase from B. stearothermophilus KJ16 that can produce both cyclodextrin glucanotransferase and cyclodextrinase was purified by ammonium sulfate precipitation, DEAE-cellulose chromatography, Sephadex G-100 chromatography, and FPLC. The molecular weight of the purifice enzyme was about 65,000 dalton by SDS-PAGE. The optimal pH and temperature were 6.0 and $60^{\circ}C$, respectively. The enzyme was stable at $50^{\circ}C$ for 1 hr and in the pH range of 5.5 and 8.5. Mercaptoethanol and dithiothreitol inhibited the enzyme activity strongly. The enzyme produced 60% cyclodextrin(CD) from 5% soluble starch with the $^{\alpha}$, $^{\beta}$, $^{\gamma}$-CD ratio of 42:46:12. Amylopectin was the most suitable substrate with 67% conversion to CD.

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