• 제목/요약/키워드: ${\beta}$-Cyclodextrin

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무스콘의 ${\beta}$-시클로덱스트린 포접 복합체의 제조 및 평가 (Preparation and Evaluation of Inclusion Complex of Muscone with ${\beta}-Cyclodextrin$)

  • 곽은선;조인숙;이계원;지웅길;박대규
    • Journal of Pharmaceutical Investigation
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    • 제27권4호
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    • pp.265-269
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    • 1997
  • An inclusion complex of muscone with ${\beta}-cyclodextrin$ (CD), as a solid form of muscone, was prepared to increase the solubility of muscone. The molar ratio of muscone to ${\beta}-CD$ in complex was in the range of $1:1{\sim}1:5$ when prepared by freeze-drying method. The interaction of muscone with ${\beta}-CD$ in solid state was investigated by Infrared (IR) spectroscopy and differential scanning calorimetry (DSC). IR and DSC studies between $muscone-{\beta}-CD$ inclusion complex and physical mixture showed that $muscone-{\beta}-CD$ inclusion complex was prepared stably. From the amount of muscone incorporated in the inclusion complex, it was found that the molar ratio of muscone : ${\beta}-CD$ was 1:1. Relative spatial position of muscone and ${\beta}-CD$ was observed by Hyperchem molecular modelling program.

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수용액상에서 Cyclodextrin과 Congo Red 간의 복합체 형성 (The Inclusion Complex Formation of Cyclodextrin and Congo Red in Aqueous Solution)

  • 김창석;김동원;반우경
    • 분석과학
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    • 제15권2호
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    • pp.115-119
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    • 2002
  • $\alpha$$\beta$-Cyclodextrin(CD)과 Congo red간의 복합체 형성에 관한 연구를 분광학적 방법으로 조사하였다. 이 결과 cavity 크기가 작은 $\alpha$-CD는 Congo red의 입체적 장애 때문에 복합체를 형성하지 못하였다. 한편 가시광선 영역의 S-형 흡광도 증가 현상으로 볼 때 두 분자의 $\beta$-CD가 한 분자의 Congo red와 equatorial 형태로 복합체를 형성하는 것 같다. 등 흡수점은 346 nm과 478 nm 두 곳에서 나타났다. 온도에 따른 형성상수의 값으로부터 온도가 올라가면 binding energy의 감소로 형성상수가 감소하였다. 열역학적 parameter의 계산 결과 $\Delta$H, $\Delta$S 및 $\Delta$G는 각각 -50.73 kJ/mol, $-108.96J/K{\cdot}mol$ 및 -18.24 kJ/mol 이었다. 따라서 큰 엔트로피 감소를 동반한 자발적 반응임을 알 수 있었다.

Bacillus brevis CD162 Cyclodextrin Glycosyltransferase의 정제 및 특성 (Purification and Characterization of Cyclodextrin Glycosyltransferase from Bacillus brevis CD162)

  • 김명희;임영희;오태광;손천배
    • Applied Biological Chemistry
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    • 제40권6호
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    • pp.465-471
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    • 1997
  • Bacillus brevis CD162가 생산하는 cyclodextrin glycosyltransferase (CGTase)를 ammonium sulfate 침전, DEAE-Sephadex CL-6B 및 Sephadex G-150 컬럼 크로마토그래피를 수행하여 분리정제하였다. 정제된 CGTase는 분자량이 약 74,000, 등전점은 약 6.3인 단백질이었고, 정제된 단백질을 SDS-PAGE한 후 변성된 단백질을 재활성시켜 zymogram을 수행한 결과 cyclodextrin glycosyltransferase임을 확인할 수 있었다. 이 효소의 최적활성 pH와 온도는 각각 8.0과 $55^{\circ}C$이었으며, pH $5.5{\sim}9.0$$50^{\circ}C$까지 안정한 활성을 보였다. 또한, CGTase의 $NH_2$-말단 부위의 아미노산서열은 Ser-Val-Thr-Asn-Lys-Val-Asn-Tyr-Ser-Lys-Asp-Val-Ile-Tyr-Gln 이었으며, 전분으로부터 cyclodextrin으로의 전환률을 분석한 결과, ${\alpha}$-cyclodextrin은 1.3%, ${\beta}$-cyclodextrin은 33.9% ${\gamma}$-cyclodextrin은 9.7% 이었다.

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Cholesterol Removal from Whole Egg by Crosslinked β-Cyclodextrin

  • Jeong, H.J.;Sun, H.;Chogsom, C.;Kwak, H.S.
    • Asian-Australasian Journal of Animal Sciences
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    • 제27권4호
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    • pp.537-542
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    • 2014
  • This study was carried out to optimize cholesterol removal in whole egg using crosslinked ${\beta}$-cyclodextrin (${\beta}$-CD) and to recycle the ${\beta}$-CD. Various factors for optimizing conditions were concentration of the ${\beta}$-CD, mixing temperature, mixing time, mixing speed and centrifugal speed. In the result of this study, the optimum conditions of cholesterol removal were 25% crosslinked ${\beta}$-CD, $40^{\circ}C$ mixing temperature, 30 min mixing time, 1,200 rpm mixing speed and $2,810{\times}g$ centrifugal speed. The recycling was repeated five times. The cholesterol removal was 92.76% when treated with the optimum conditions. After determining the optimum conditions, the recyclable yields of the crosslinked ${\beta}$-CD ranged from 86.66% to 87.60% in the recycling and the percentage of cholesterol removal was over 80% until third recycling. However, the cholesterol removal efficiency was decreased when the number of repeated recycling was increased. Based on the result of this study, it was concluded that the crosslinked ${\beta}$-CD was efficient for cholesterol removal in whole egg, and recycling is possible for only limited repeating times due to the interaction of the ${\beta}$-CD and egg protein.

Extracellular Overproduction of $\beta$-Cyclodextrin Glucanotransferase in a Recombinant E. coli Using Secretive Expression System

  • Lee, Kwang-Woo;Shin, Hyun-Dong;Lee, Yong-Hyun
    • Journal of Microbiology and Biotechnology
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    • 제12권5호
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    • pp.753-759
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    • 2002
  • $\beta$-Cyclodextrin glucanotransferase ($\beta$-CGTase) was overproduced extracellularly using recombinant E. coli by transforming the plasmid pECGT harboring a secretive signal peptide. The $\beta$-CGTase gene of alkalophilic Bacillus firmus var alkalophilus was inserted into the high expression vector pET20b(+) containing a secretive pelB signal peptide, and then transformed into E. coli BL2l(DE3)pLysS. The optimum culture conditions fer the overproduction of $\beta$-CGTase were determined to be TB medium containing 0.5% (w/v) soluble starch at post-induction temperature of $25^{\circ}C$. A significant amount of $\beta$-CGTase, up to 5.83 U/ml, which was nine times higher than that in the parent strain B. firmus var. alkalophilus, was overproduced in the extracellular compartment. A pH-stat fed-batch cultivation of the recombinant E. coli was also performed to achieve the secretive overproduction of $\beta$-CGTase at a high cell density, resulting in production of up to 21.6 U/ml of $\beta$-CGTase.

Determination of Stability Constants of the Inclusion Complexes of ${\beta}$-Blockers in Heptakis (2,3-Dimethyl-6-Sulfato)- ${\beta}$-Cyclodextrin

  • Phuong, Nuyen Thi;Lee, Kyung-Ah;Kim, Kyung-Ho;Choi, Jung-Kap;Kim, Jong-Moon;Kang , Jong-Seong
    • Archives of Pharmacal Research
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    • 제27권12호
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    • pp.1290-1294
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    • 2004
  • The ${\beta}$-blockers possess at least one chiral center and the S(-)-enantiomer shows higher affinity for binding to the ${\beta}$-adrenergic receptors than antipode. The stability constants of acebutolol, celiprolol, propranolol and terbutaline in the inclusion complexes with single-isomer heptakis (2,3-dimethyl-6-sulfato)- ${\beta}$-cyclodextrin (HDMS-${\beta}$-CD) were determined by capillary electrophoresis. The approximation and linear double reciprocal methods were adapted with comparable results. Among the ${\beta}$-blockers studied, propranolol had the lowest stability constant but the highest enantioselectivity, indicating that the magnitudes of the stability constants carried little information about enantioseparation. The magnitudes of enantioselectivities between the enantiomer pair were in the order of propranolol > celiprolol > terbutaline > acebutolol.

시클로덱스트린과 소염진통제 간의 포접복합체에 관한 연구(I): 2-히드록시프로필-${\beta}$-시클로덱스트린에 의한 이부프로펜의 용출 증가 (Inclusion Complex of Analgesic and Antiinflammatory agents with Cyclodextrins (I): Enhancement of Dissolution of Ibuprofen by $2-Hydroxypropyl-{\beta}-cyclodextrin$)

  • 오인준;박정규;이용복;신상철
    • Journal of Pharmaceutical Investigation
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    • 제23권1호
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    • pp.11-18
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    • 1993
  • Inclusion complex of ibuprofen with $2-Hydroxypropyl-{\beta}-cyclodextrin\;(HP-{\beta}-CD)$ in aqueous solution and in the solid state was evaluated by the solubility method and the instrumental analysis such as infrared spectroscopy, thermal analysis and x-ray diffractometry. The aqueous solubility of ibuprofen was increased linearly with the increase in the concentration of $HP-{\beta}-CD$, showing an $A_L$ type phase solubility diagram. The results showed that the dissolution rate of ibuprofen was significantly increased by complexation with $HP-{\beta}-CD$. $Ibuprofen-HP-{\beta}-CD$ complex enhanced the mean plasma concentration levels and the area under plasma concentration-time curve after oral administration compared to those of the drug alone. It is concluded that the complex of ibuprofen with $HP-{\beta}-CD$ increases the dissolution rate and improves the bioavailability of the ibuprofen by the formation of a water-soluble complex.

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$\beta$-Cyclodextrin 유도체의 합성과 응용

  • 고재훈;정용식;유제안;김진우
    • 한국섬유공학회:학술대회논문집
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    • 한국섬유공학회 1998년도 봄 학술발표회 논문집
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    • pp.325-328
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    • 1998
  • $\beta$-cyclodextrin($\beta$-CD)은 cycloheptaamylose라고도 하며 $D^{<+>}$-glucopyranose 단위체가 7개 연결된 구조를 가지고 있다(Fig. 1). $\beta$-CD는 고리모양으로 되어있는데 외부는 친수성, 내부는 소수성을 갖는다[1]. 고리내 부가 소수성인 이유는 내부에 소수성기인 C-H그룹과 glucosidic oxygen만이 존재하기 때문이다[1].(중략)

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디클로페낙나트륨 및 디클로페낙나트륨과 ${\beta}$-시클로덱스트린 포접물의 흰쥐 위 점막 손상 비교 (Comparison of Diclofenac Sodium and Diclofenac $Sodium-{\beta}-cyclodextrin$ Complexation on Gastric Mucosal Injury in Rats)

  • 박재훈;김종환;김주일;김승조;서성훈;이경태
    • Journal of Pharmaceutical Investigation
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    • 제27권1호
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    • pp.11-14
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    • 1997
  • This laboratory has recently reported the solubility and in vivo absorption enhancement of diclofenac sodium by ${\beta}-cyclodextrin$ complexation. The acute gastroduodenal mucosa injury provoked by administration of 34 mg/kg and 68 mg/kg of a diclofenac sodium (DS) and equivalent dose of new formulation [diclofenac sodium-beta-cyclodextrin complexation$(DS-{\beta}-CD)$] was evaluated and compared. Microscopic examinations, performed after 18-hrs treatment, demonstrated that $DS-{\beta}-CD$ was less gastrolesive than DS. The drop in gastrophy after a single dose of the assigned drug was considerably greater for DS than for $DS-{\beta}-CD$, which registered similar values to control. Since gastrophy is an expression of the anatomy-functional integrity of the gastric barrier, the results indicate that $DS-{\beta}-CD$ exerts less direct acute damage on the gastric mucosa. Therefore, when administered short-term, $DS-{\beta}-CD$ appears to be less gastrolesive than the standard DS formulation.

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시클로덱스트린과의 포접에 의한 케토코나졸의 용해성 및 용출 증가 (Improvement of Solubility and Dissolution of Ketoconazole by Inclusion with Cyclodextrin)

  • 박기배;안홍직;장영수;서보연;이광표
    • Journal of Pharmaceutical Investigation
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    • 제24권2호
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    • pp.85-94
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    • 1994
  • Inclusion complexes of ketoconazole (KT) with ${\alpha}-$, ${\beta}-cyclodextrin$ (CD) and dimethyl-${\beta}-cyclodextrin$ $(DM{\beta}CD)$ in a molar ratio of 1:2 were prepared by freeze-drying and solvent evaporation methods. The interactions of KT with ${\alpha}-CD$, ${\beta}-CD$ and $DM{\beta}CD$ in aqueous solution and in solid state were investigated by solubility study, infrared (lR) spectroscopy and differential scanning calorimetry (DSC). The stability constant of $KT-DM{\beta}CD$ inclusion complex (lC) was found to be the largest among three inclusion complexes. Clear differences in IR spectra and DSC curves were observed between inclusion complexes and physical mixtures (PM) of KT-CDs. It was also shown by IR spectra and DSC curves that solvent evaporation method might be. superior to the freeze-drying method in preparing the inclusion complexes of KT-CDs. The dissolution rate of KT was markedly increased by inclusion complex formation with CDs in the buffer solution at pH 4.0 and pH 6.8. The mean dissolution time (MDT,min), which represents the rapidity of dissolution, was in the order of $KT-DM{\beta}CD$ IC (3.20) < $KT-{\beta}-CD$ IC (4.36) < $KT-{\alpha}-CD$ IC (6.99) < $KT-{\alpha}-CD$ PM (17.46)< $KT-{\beta}-CD$ PM (19.36) < $KT-{\beta}-CD$ PM (28.53). The dissolution rates of KT-CD ICsprepared by solvent evaporation method were faster than those of KT-CD ICs prepared by freeze-drying method.

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