• Bulletin of the Korean Chemical Society
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• 제34권7호
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• pp.2016-2022
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• 2013

Ionically modified ${\beta}$-cyclodextrins, which have excellent water-solubility, have been interested in purification technology as well as drug carrier system. The present study summarizes the synthesis and characterization of cationic and anionic ${\beta}$-cyclodextrin (${\beta}$-CyD) products using by polycondensation. The oligo (${\beta}$-CyD)s are synthesized from ${\beta}$-CyD, epichlorohydrin (EP) and choline chloride (CC; for cationic polymer) or chloroacetic acid (CAA; for anionic polymer) through one step polycondenstaion process. Unlike the previous studies, we successfully purified the ionic ${\beta}$-CyD condensation products from the ${\beta}$-CyD reaction mixtures and accomplished a great level of structural analysis. The detailed structural analysis of these ionic ${\beta}$-CyD compounds is done by $^1H$ NMR, MALDI-TOF as well as GPC analysis and confirms the formation of oligomers with a few units of ${\beta}$-CyD. We found that the sequence of reactant addition also could effect on the molecular weight of the resulting product as well as the molar ratio of the reactants. Finally, we used the cationic and anionic ${\beta}$-CyD oligomers for fabricating multilayer films by layer-layer process.

• Biotechnology and Bioprocess Engineering:BBE
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• 제4권1호
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• pp.32-35
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• 1999

Addition of ${\beta}$-cyclodextrin (${\beta}$-CD) polymer during the biotransformation of digitoxin into digoxin using cell suspension cultures of Digitalis lanata enhanced the conversion yield. Digitoxin showed better adsorption to CD polymer compared to digoxin, so that the optimization of addition time was found to be necessary. In the case of adding CD polymer 24 hours after the feeding of substrate digitoxin, the highest digoxin production could be achieved. At this period, digitoxin was almost consumed by cells and productivity was proportionally enhanced according as the amount of substrate was increased. Immobilization of CD polymer did not promote the biotransformation. When 3.33 g/L of CD selective inclusion complex formation could be expected. Adsorption rate was found to be rapid and saturation was obtained within 10 hours of contact.

• 접착 및 계면
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• 제13권4호
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• pp.163-170
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• 2012

${\beta}$-cyclodextrin은 다른 분자를 포접하여 inclusion complex (포접착물)를 만드는 특성을 가지고 있기 때문에 의약품, 농약, 식품, 화장품, 산화방지제, 휘발방지제, 흡습방지제, 퇴색방지제, 유화제 등의 다양한 용도로 사용되고 있다. 이러한 장점에도 불구하고 ${\beta}$-cyclodextrin은 물이나 유기용매에 대한 용해도가 낮아 사용에 제약을 받아왔다. 본 연구에서는 이러한 문제를 해결하기 위해서 Bisphenol-A나 폴리우레탄(PU) 발포제인 cyclopropane에 대한 포접특성을 갖고 물이나 유기용매에 대한 용해도가 향상된 polyol type의 ${\beta}$-cyclodextrin 유도체를 합성한 후 그 특성을 고찰하였다. 연구결과 합성된 polyol을 사용해서 제조한 경질 PU foam은 기존의 polyol과 비교해서 더 우수한 열전도 특성과 압축강도를 나타내었다.

• 분석과학
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• 제17권1호
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• pp.16-22
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• 2004

Inclusion complexes of the p-nitrophenol with ${\beta}$-cyclodextrin (CD), sulfated ${\beta}$-CD, and ${\beta}$-CD polymer cross-linked with epichlorohydrine (EP) were prepared and characterized by Raman spectroscopy. The intensity of vibration peaks of the C-O and C-N at 1284 and $856cm^{-1}$ of the p-nitrophenol in the presence of EP-linked CD polymer was remarkably increased, respectively. The vibration modes at 1284 and $856cm^{-1}$ are assigned to the out-of phase C-C-O stretching mode and the C-N stretching mode, respectively. The vibration peaks at 1284 and $856cm^{-1}$ increased with increasing the content of EP-linked CD polymers, while decreased with increasing the p-nitrophenol content. Furthermore, the vibration mode of the $NO_2$ symmetric stretch at $1344cm^{-1}$ enhanced with increasing the content of p-nitrophenol.

• Bulletin of the Korean Chemical Society
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• 제32권4호
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• pp.1357-1360
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• 2011

• Journal of Pharmaceutical Investigation
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• 제22권2호
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• pp.105-113
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• 1992

To improve the solubility and dissolution rate of trimethoprim (TMP), which is slightly soluble drug, its inclusion complexes were prepared and studied in this experiment. Inclusion complexes of TMP with ${\beta}-cyclodextrin$ and ${\beta}-cyclodextrin$ polymer (CDPS) were prepared according to Fenyvesi method. These were compared with TMP and its physical mixture with CDPS. Water, diluted hydrochloric acid and phosphate buffer solution were used as dissolution media. And accelerated stability test was studied at $50,\;70\;and \;80^{\circ}C$. It was found that solubility and dissolution rate of inclusion complexes were increased in water. Especially, the solubility and dissolution rate of TMP was found to be markedly increased by inclusion complexation with CDPS. In stability test, ${\beta}-cyclodextrin$ inclusion complexes were more or less stable than TMP alone. This tendency was not led in CDPS. Consequently, CDPS was useful in increasing dissolution rate and stability of TMP.

• 공업화학
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• 제30권2호
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• pp.186-189
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• 2019

폴리피롤(polypyrrole)은 전기를 전도하는 고분자로 뛰어난 전기적 신호 전달을 지니며, 사이클로덱스트린(cyclodextrin)은 환형다당류(cyclic oligosaccharide) 분자들로서 저분자량 물질을 포획할 수 있는 친환경 물질로 널리 활용되고 있다. 따라서 이들 두 가지 물질을 혼합하여 혼성체를 제조할 수 있다면 사이클로덱스트린이 host가 되어 guest 물질을 포획하였을 때 발생하는 전기 신호를 폴리피롤이 민감하게 전달할 수 있게 되어 우수한 감지 능력을 갖게 된다. 따라서 본 연구에서는 폴리피롤/사이클로덱스트린 혼성체를 간단한 수용액 방식으로 제조하여, 제조된 혼성체를 하이드로젤(hydrogel)에 도입하여 건조한 후 금 전극 위에 적용하여 대표적인 유해성 분자인 메틸파라벤(methyl paraben)을 검출할 수 있는지에 대해서 살펴보았다. 그리고 폴리피롤만으로 이루어진 물질과 비교해 봤을 때, 사이클로덱스트린의 도입효과는 존재하는 것으로 나타났다. 이 연구는 전도성 고분자와 친환경 분자 혼성체를 유해물질 감지에 활용할 수 있는 가능성을 제시하고 있다.

• 한국고분자학회지:고분자과학과기술
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• 제23권1호
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• pp.29-38
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• 2012

• Journal of Pharmaceutical Investigation
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• 제40권4호
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• pp.219-223
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• 2010

The hyaluronic acid (HA) conjugate bearing $\alpha$-cyclodextrin ($\alpha$-CD) was synthesized as the potential carrier of poly(ethylene glycol) (PEG)-drug conjugates. The HA conjugate was prepared by the reaction between the carboxylic acid of HA and the primary amine of $\alpha$-CD in the presence of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide and 1-hydroxybenzotriazole. The chemical structure of the conjugate was confirmed using $^1H$ NMR and FT-IR spectroscopy. The conjugate could form nano-sized particles in the presence of PEG by forming the inclusion complexes between $\alpha$-CD at the backbone of HA, which was demonstrated using electrophoretic light scattering and field emission transmission electron microscopy. It is anticipated that this novel kind of nanoparticles can serve as a useful delivery system for PEGylated drugs.

• 공업화학
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• 제32권5호
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• pp.504-508
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• 2021

본 연구에서는 게스트 분자(guest molecule)의 특성이 고분자/베타-사이클로덱스트린(beta-cyclodextrin) 포접화합물(inclusion compound)로 이루어진 고분자 필름의 구조 및 물성에 미치는 영향에 대해서 고찰하고자 한다. 본 연구에서 사용된 게스트 분자는 미백 효과를 지니는 것으로 알려진 3가지로 하이드로퀴논(hydroquinone, HQ), 알부틴(arbutin, AB), 그리고 트랜액사믹 애시드(tranexamic acid, TA)이다. 먼저, 베타-사이클로덱스트린과 게스트 분자 간의 포접화합물의 성공적인 형성과 이를 포함하는 고분자 필름의 제조여부를 라만(Raman) 분광학으로 확인하였다. 포접화합물을 포함하는 고분자 필름의 구조 및 물성은 엑스선 회절법(X-ray diffraction)과 주사열용량법 및 열중량추적법 같은 열분석법으로 고찰하였다. 그 결과, 트랜액사믹 애시드의 영향이 다른 분자의 영향과 비교하여 상당히 상이하였음을 관찰할 수 있었다. 이러한 경향은 간단한 분자 시뮬레이션 기법으로 재검증하였다. 본 연구는 포접화합물을 형성하는 게스트 분자들의 상이한 영향에 대한 체계적인 접근을 통한 실험적 검증의 사례로 향후 관련 연구에 중요한 정보를 제공할 것으로 기대된다.