• Title/Summary/Keyword: Preparative separation

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Design and Applications of Molecularly Imprinted Polymers for Selective Separations (선택적 분리를 위한 분자 각인 고분자의 설계 및 응용)

  • 정수환;오창엽;서정일;박중곤
    • KSBB Journal
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    • v.16 no.2
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    • pp.115-122
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    • 2001
  • Molecular imprinting has now been established as a technique which allows the creation of tailor-made binding sites for many classes of compounds. MIPs were prepared by covalent and non-covalent chemical bonding systems, by interactions between functional monomer and template. The shape of MIP is divided to particle and membrane. MIP membranes can be prepared by surface imprinting, in-situ polymerization, wet phase inversion and the dry phase inversion method. MIPs have been mainly used for analytical separation and biosensor systems to separate and detect chiral compounds and materials with similar structures. However the application of MIP by the chemical industries is still in its infancy stages. This review summarizes the preparative characteristics and applications of MIP with respect to chiral separations and biosensors.

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Polyacetylene Compounds from Panax Ginseng C. A. Meyer

  • Shim, Sang-Chul;Koh, Hun-Yeoung;Han, Byung-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.4 no.4
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    • pp.183-188
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    • 1983
  • Two major and two minor polyacetylenes were isolated from fresh white Korean ginseng roots. The petroleum ether-ethyl ether fractions containing the polyacetylene compounds were collected through solvent fractionation, partition and silica gel column chromatography. Further separation of polyacetylenic fractions was proceeded by bonded normal phase HPLC utilizing a moderately nonpolar microparticulate column. The low pressure liquid chromatography was used for the semi-preparative separation. The chemical structures of the two major polyacetylenes separated were determined by UV, IR, $^1H$ NMR, $^{13}C$ NMR, mass spectra and elemental analysis. One of them is identified to be heptadeca-1-en-4, 6-diyne-3, 9, 10-triol, a new structure, and the other is heptadeca-1, 9-dien-4, 6-diyn-3-ol, known as panaxynol.

High Performance Liquid Chromatographic Isolation of Ginsenoside $-Rf,\;-Rg_2\;and\;-Rh_1$ (고속액체(高速液體) Chromatography에 의(依)한 $Ginsenoside-Rf,\;Rg_2$$Rh_1$의 분리(分離))

  • Choi, Jin-Ho;Kim, Woo-Jung;Hong, Soon-Keun;Oh, Sung-Ki;Oura, Hikokichi
    • Applied Biological Chemistry
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    • v.23 no.4
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    • pp.206-210
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    • 1980
  • The minor components of $saponin-ginsenoside-Rf,\;-Rg_2\;and\;-Rh_1$ were isolated from Panax ginseng C.A. Meyer by preparative, semi-preparative and analtical high performance liquid chromatography. The rapid method developed in this work was proved to be very effective in separation and isolation of these minor ginsenosides. A further isolation was achieved by using the recycling technique.

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Fabrication of triazine-based Porous Aromatic Framework (PAF) membrane with structural flexibility for gas mixtures separation

  • Wang, Lei;Jia, Jiangtao;Faheem, Muhammad;Tian, Yuyang;Zhu, Guangshan
    • Journal of Industrial and Engineering Chemistry
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    • v.67
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    • pp.373-379
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    • 2018
  • A transparent, freestanding Porous Aromatic Framework-97 (PAF-97) membrane was successfully synthesized via a one-step acid-catalyzed reaction. Due to the introduction of ether groups, the obtained PAF-97 membrane possesses enhanced structural flexibility, thus increasing the flexibility of the resulting membrane. This is proofed by the fact that the feeding pressure of the membrane reaches as high as 5.5 bar during the separation of gas mixtures. The Young's moduli of the membrane were 6.615 GPa and 11.11 GPa, either in a dry or hydrated state respectively. To be highlighted, under a feeding pressure of 3.6 bar, the PAF-97 membrane rendered the permeance values of $2.90{\times}10^{-7}$, $1.29{\times}10^{-8}mol\;m^{-2}s^{-1}Pa^{-1}$ for $CO_2$ and $CH_4$, respectively, with a $CO_2/CH_4$ permselectivity of 22.48.

The Effect of Mobile Phase and Dissolving Solvent on the Enantiomer Separation Using a Covalently Immobilized Chiral Column Derived from Polysaccharide Derivative (다당유도체로 공유결합된 카이랄 칼럼에서 이동상과 분석물질의 용매가 거울상 이성질체의 광학분할에 미치는 영향)

  • Huang, Hu;Lee, Beom-Gyu;Baek, Chae-Sun;Lee, Won-Jae
    • Journal of the Korean Chemical Society
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    • v.53 no.2
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    • pp.137-143
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    • 2009
  • Liquid chromatographic enantiomer separation of N-tert-butoxycarbonyl (BOC) $\alpha$-amino acids and their ethyl esters was performed on covalently immobilized chiral column (Chiralpak IC) derived from polysaccharide derivative. The solvent versatility of the covalently immobilized Chiralpak IC in enantiomer separation of N-BOC $\alpha$-amino acid ethyl ester derivatives was shown and the chromatographic parameters of their enantioselectivities and resolution factors were greatly influenced by the nature of the mobile phase. Also the effect on the dissolving solvent for these analytes on the enantiomer separation using the same mobile phase and the examples of preparative enantiomer separation on analytical column were shown.

Resolution of β-Amino Acids on a Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxilic Acid without Extra Free Aminopropyl Groups on Silica Surface

  • Hyun, Myung- Ho;Choi, Hee-Jung;Kang, Bu-Sung;Tan, Guang-Hui;Cho, Yoon-Jae
    • Bulletin of the Korean Chemical Society
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    • v.27 no.11
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    • pp.1775-1779
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    • 2006
  • A liquid chromatographic chiral stationary phase (CSP) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxilic acid without extra free aminopropyl groups on silica surface has been demonstrated to be quite effective for the resolution of various $\beta$-amino acids. The retention factors ($k_1$) for the resolution of $\beta$-amino acids on the CSP were quite large and the large retention factors might be quite attractive along with the reasonable separation factors ($\alpha$) for preparative scale enantioselective chromatography. The large retention factors on the CSP were found to be reduced effectively by adding ammonium ion to mobile phase without sacrificing the chiral recognition efficiency of the CSP. Consequently, the CSP is also quite applicable for use in analytical enantioselective chromatography.

Reversed-Phase High Performance and Liquid Chromatographic Separation of the Enantiomers of Terbutaline by Derivatization with 2,3,4-Tetra-o-acetyl-\beta-glucopyranosyl Isothiocyanate

  • Kim, Kyeong-Ho;Kim, Dong-Sig;Hong, Seon-Pyo;Keon, Oh-Seung
    • Archives of Pharmacal Research
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    • v.23 no.1
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    • pp.26-30
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    • 2000
  • The enantiomers of the bronchodilator terbutaline were separated by reversed-phase high performance liquid chromatograhy after derivatization with 2,3,4,6-tetra-O-acetyl-\beta-D-glucopyranosyl isothiocyanate(GITC) reagent. The derivatization proceeded quantitatively within 1 h at room temperature. The corresponding diastereomeric thiourea derivatives were well resolved on an ODS column with acetonitrile-acetate buffer as a mobile phase. Elution orders of the diastereomers were confirmed by derivatization of R-(-)-terbutaline and S-(+)-terbutaline which were collected by semi-preparative chiral HPLC using Sumichiral OA-4700 column. The native fluorescence of terbutaline was quenched by derivatization with GITC. The detection limit was 25ng when monitored at UV 278 nm.

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Biologically Active Components of Duchesnea indicae Herba (사매의 생리(生理) 활성(活性)에 관한 연구(硏究))

  • Lee, Ihn-Rhan;Lee, Eun-Bang;Lee, Sun-Hee;Lee, Jee-Young
    • Korean Journal of Pharmacognosy
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    • v.15 no.2
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    • pp.85-90
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    • 1984
  • The whole plant of Duchesnea indica (Andr.) Focke (Rosaceae) which has been used in folklore in treating amenorrhea, inflammation, fever and traumatic injuries, in detoxifying and breaking up clots, was studied. The pharmacological test showed that the water extract had estrogenic and histaminergic actions, but no antiserotonin action. As a result of systematic separation in order to detect the active compounds revealing the estrogenic effect, the active compounds were found in the ether fraction. TLC of the ether fraction revealed 8 spots. Among them three major spots (Rf=0.54, 037, 0.31) were separated by preparative TLC. Some chemical properties of those major spots suggested that they were phenolic compounds, but that they were neither linoleic acid nor ${\beta}-sitosterol$ previously reported.

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CSP [Chiral Stationary phase] for SMB Chromatography (SMB 크로마토그래피에서 키랄정지상 [Chiral Stationary Phase, CSP]의 사용)

  • Kim Byung-Lip;Kim In-Ho
    • KSBB Journal
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    • v.20 no.3
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    • pp.177-182
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    • 2005
  • Simulated moving bed (SMB) chromatography was used in the petrochemical industry in the 1960s and its use has been widened to separate chiral compounds in the 1990s. Chiral stationary phase (CSP) is the key component in SMB for the separation of the chiral compounds. CSP has been developed for the analytical use in HPLC, however, its development successfully adapted for the preparative use in SMB chromatography. This review covers the present state-art technology of CSP for SMB chromatography in terms of selectivity, stability, and capacity.

Efficient Immobilization of Polysaccharide Derivatives as Chiral Stationary Phases via Copolymerization with Vinyl Monomers

  • Chen, Xiaoming;Okamoto, Yoshio;Yamamoto, Chiyo
    • Macromolecular Research
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    • v.15 no.2
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    • pp.134-141
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    • 2007
  • The direct chromatographic separation of enantiomers by chiral stationary phases (CSPs) has been extensively developed over the past two decades, and has now become the most popular method for the analytical and preparative separations of enantiomers. Polysaccharide derivatives coated onto silica gel, as CSPs, playa significantly important role in the enantioseparations of a wide range of chiral compounds using high-performance liquid chromatography (HPLC). Unfortunately, the strict solvent limitation of the mobile phases is the main defect in the method developments of these types of coated CSPs. Therefore, the immobilization of polysaccharide derivatives onto silica gel, via chemical bonding, to obtain a new generation of CSPs compatible with the universal solvents used in HPLC is increasingly important. In this article, our recent studies on the immobilization of polysaccharide derivatives onto the silica gel, as CSPs, through radical copolymerization with various vinyl monomers are reported. Polysaccharide derivatives, with low vinyl content, can be efficiently fixed onto silica gel with high chiral recognition.