• Title/Summary/Keyword: chiral

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Liquid Chromatographic Resolution of 2-Hydroxy Acids on Chiral Stationary Phases : A Mechanistic Consideration

  • Myung Ho Hyun;Chung-Sik Min
    • Bulletin of the Korean Chemical Society
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    • v.10 no.6
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    • pp.578-581
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    • 1989
  • Two enantiomers of various 2-hydroxy acid esters have been resolved as the 3,5-dinitrophenyl carbamates on chiral stationary phases (CSPs) derived from ${\alpha}-arylalkylamines.$ Two CSPs, each of which contains the same type of chiral moiety, but shows different mode of connection to a silica support, have been found to show the contrasting resolution behaviors. From the contrasting resolution behaviours of two CSPs used in this study, two competing chiral recognition mechanisms are proposed.

Chiral separation of $\beta$-blockers after derivatizalion wilh a new chiral derivalizalion agen1.GATC and Comparison wilh GITC on derivalizing conditions and chromalographic paramelers

  • Ko, Mi-Young;Shin, Dae-Hong;Seo, Sang-Hun;Kim, Kyeong-Ho
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.398.1-398.1
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    • 2002
  • A new chiral derivatization agent with sugar moiety. 2, 3.4, 6-tetra-O-acetyl-D-galactopyranosyl isothiocyanate (GATC) was synthesized. Several $\beta$-blockers were investigated for the possible separation of the enantiomers by reversed-phase HPLC after derivatization with this new chiral derivatization agent (GATC). GATC was reacted readily with $\beta$-blockers at room temperature and the reaction mixture could directly be injected into the HPLC system. (omitted)

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Comparison of liquid chromatographic enantiomer resolution of racemic amino compounds on chiral stationary phases of crown ether type

  • Lee, Won-Jae;Baek, Chae-Sun;Kim, Ji-Yeon
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.285.1-285.1
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    • 2003
  • ChiroSil RCA(+) and SCA(-) HPLC chiral stationary phases (CSPs) developed by covalently bonding (+)- and (-)-(18-crown-6)-2,3,11,12-tetracarboxylic acid (18-C-6-T A) to silica gel were employed for enantioresolution of racemic amino compounds, respectively. Also, these 18-C-6-TA covalently bonded CSPs were compared to a commercially available Crownpak CR CSP prepared by coating chiral crown ether as a chiral selector on ODS column. (omitted)

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Chiral Separation of the Enantiomers of Metoprolol and Its Metabolites by High Performance Liquid Chromatography

  • Kim, Kyeong-Ho;Shin, Sang-Duk;Lee, Joo-Hyun;Lee, Sang-Cheal;Kang, Jong-Seong;Mar, Woong-chon;Hong, Seon-Pyo;Kim, Hyun-Ju
    • Archives of Pharmacal Research
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    • v.23 no.3
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    • pp.230-236
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    • 2000
  • (1'R, 2R)-, (1'R, 2S)-, (1'S, 2R)- and (1'S, 2S)-$\alpha$-hydroxymetoprolol; (2R)- and (2S)-O-des-methylmetoprolol; and (2R)- and (2S)-metoprolol acid are major metabolites of (2R)-and (2S)-metoprolol, $\beta$-adrenergic antagonist. The focus of most chiral separation methods until now has been on determination of the enantiomeric parent drug. However, it is just as important to be able to follow the metabolism of the enantiomers and their possible chiral metabolites. Therefore, for the study of stereoselective metabolism and pharmacokinetics of metoprolol, the chiral separation of the enantiomers of metoprolol and its metabolites has been investigated using four chiral stationary phases, i.e., Chiralcel OD, Chiral-AGP, Cyclobond I and Sumichiral OA-4900 columns. Metoprolol acid was resolved only by Sumichiral OA-4900. Chiralcel OD provided the highest separation factor and resolution value for metoprolol and O-desmethylmetoprolol and partially resolved the four stereoisomers of $\alpha$-hydroxymetoprolol. Diastereomeric $\alpha$-hydroxymetoprolols were resolved using the coupled column chromatographic system of two chiral stationary phases, Sumichiral OA-4900 column and Chiralcel OD column.

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Power Reflection and Transmission Coefficients for Meander-Line Polarizers with a Chiral Slab

  • Delihacioglu, Kemal;Uckun, Savas
    • ETRI Journal
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    • v.25 no.1
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    • pp.41-48
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    • 2003
  • This paper presents a theoretical investigation of power reflection and transmission coefficients for a meander-line polarizer placed periodically on a chiral slab. It is assumed that a linearly polarized transverse magnetic wave is incident on a chiral slab from the air region. In the analysis, we derive the electric and magnetic fields in the modal form in the air and chiral regions. We obtain power reflection and transmission coefficients in a straightforward manner after matching the tangential components of the electric and magnetic fields at the boundaries. We present numerical results for the power reflection and transmission coefficients versus frequency and incident angle for different values of the chirality admittance. A meander-line polarizer placed on a dielectric slab can convert a linearly polarized wave to a circularly polarized wave. The design parameters for a meander-line polarizer are the dimensions of the meander-line and the values of the dielectric slab. Replacing a dielectric slab with a chiral slab introduces a new independent parameter which controls the wave polarization.

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Production of Chiral Epoxides: Epoxide Hydrolase-catalyzed Enantioselective Hydrolysis

  • Choi, Won-Jae;Choi, Cha-Yong
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.10 no.3
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    • pp.167-179
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    • 2005
  • Chiral epoxides are highly valuable intermediates, used for the synthesis of pharmaceutical drugs and agrochemicals. They have broad scope of market demand because of their applications. A major challenge in modern organic chemistry is to generate such compounds in high yields, with high stereo- and regio-selectivities. Epoxide hydrolases (EH) are promising biocatalysts for the preparation of chiral epoxides and vicinal diols. They exhibit high enantioselectivity for their substrates, and can be effectively used in the resolution of racemic epoxides through enantioselective hydrolysis. The selective hydrolysis of a racemic epoxide can produce both the corresponding diols and the unreacted epoxides with high enantiomeric excess (ee) value. The potential of microbial EH to produce chiral epoxides and vicinal diol has prompted researchers to explore their use in the synthesis of epoxides and diols with high ee values.