• Title/Summary/Keyword: chiral

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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.

Enantioselective Recognition of Amino Alcohols and Amino Acids by Chiral Binol-Based Aldehydes with Conjugated Rings at the Hydrogen Bonding Donor Sites

  • Kim, Ji-Young;Nandhakumar, Raju;Kim, Kwan-Mook
    • Bulletin of the Korean Chemical Society
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    • v.32 no.4
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    • pp.1263-1267
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    • 2011
  • Novel binol-based uryl and guanidinium receptors having higher ring conjugation at the periphery of the hydrogen bonding donor sites have been synthesized and utilized to study the enantioselective recognition of 1,2-aminoalcohols and chirality conversion of natural amino acids via imine bond formation. There is a remarkable decrease in the stereoselectivites as the conjugation increases at the periphery of hydrogen bonding donor sites. The guanidinium-based receptors show more selectivity towards the amino alcohol than that of the uryl based ones due to its charge reinforced hydrogen bonds. The conversion efficiency of L-amino acids to Damino acids by the uryl-based receptors is higher than that of the guanidinium-based ones.

Thermo-Recording for The Composite System of (Disk-Like Molecules and Liquid Crystals)

  • Jeong, Hwan-Kyeong
    • Journal of the Korean Applied Science and Technology
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    • v.19 no.3
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    • pp.245-249
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    • 2002
  • A (disk-like liquid crystal (DLC) monomer/liquid crystals(LCs)/chiral dopant/dichroic dye) composite was irradiated with ultraviolet (UV) light. The (DLC network/LCs/chiral dopant/dichroic dye) was formed in the homeotropically oriented smectic A(SA) phase by the surface orientation treatment and the electric field. A focal-conic texture exhibiting strong light scattering appeared in the heat-induced chiral nematic phase(N${\ast}$) of the composite upon heating. Thermo-recording in the composite system has been realized by using a He-Ne laser. The laser irradiation was induced the phase transitions from SA phase to chiral nematic(N${\ast}$) phase in the composite system.

Coupled Column Chromatography in Chiral Separation of Salmeterol

  • Kim, Kyeong-Ho;Yun, Hyeong-Won;Kim, Hyun-Ju;Park, Hyun-Ji;Choi, Pok-Wha
    • Archives of Pharmacal Research
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    • v.21 no.2
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    • pp.212-216
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    • 1998
  • A coupled achiral-chiral high-performance liquid chromatographic system has been developed for the determination of the enantiomers of salmeterol, S-(+)-salmeterol and R-(-)-salmeterol in urine. THe salmeterol was separated from the interfering components in urine and quantified on the silica column, and the enantiomeric composition was determined on a Sumichiral OA-4700 chiral stationary phase. The two columns were connected by a switching valve equipped with a silica precolumn. The two columns wer connected by a switching valve equipped with a silica precolumn. The precolumn was used to concentrate the salmeterol in the eluent from the achiral column before backflushing onto the chiral phase. The coupled system was validated.

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Chiral Separation of $\beta$-Blockers after Derivatization with (-)-$\alpa$- Methoxy-$\alpa$-(trifuoromethyl)phenylacetyl Chloride by Gas Chromatography

  • Kim, Kyeong-Ho;Lee, Joo-Hyun;Ko, Mi-Young;Hong, Seon-Pyo;Youm, Jeong-Rok
    • Archives of Pharmacal Research
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    • v.24 no.5
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    • pp.402-406
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    • 2001
  • Gas chromatographic method was investigated for the chiral separation of several $\beta$-blockeros(atenolol, betaxolol, bisoprolol, metoprolol and pindolol) using (-)-$\alpa$-methoxy-$\alpa$-(trifluoromethyl)phenylacetyl chloride as a chiral derivatizing agent for amino group. Prior to N-acylation, hydroxyl group was converted into O-silyl ethers by react with N-methyl-H-(taimethylsilyl)trifluoroacetamide. The reaction was selective and rapid and the diasteromeric derivatives were well separated by capillary gas chromatography. (R)-isomers were eluted faster than (S)-isomers when (-)-$\alpa$-methoxy-$\alpa$-(trifluoromethyl)phenylacetyl chloride was used as the chiral derivatizing agent. But in the opposite sequence when (+)-$\alpa$-methoxy-$\alpa$-(trifluoromethyl)phenylacetyl chloride was used. No racemization was found during the reaction.

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연속체 요소를 적용한 Passive Morphing Airfoil의 끝단 변위 거동 연구

  • Lee, Min-Gyu
    • Proceeding of EDISON Challenge
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    • 2017.03a
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    • pp.333-339
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    • 2017
  • 최근에는 항공기의 임무 형태나 주위 환경에 따라 변할 수 있는 passive morphing airfoil에 대한 연구가 활발히 이루어지고 있다. 하지만 복잡한 모델링, 실험 과정 및 긴 해석 시간 때문에 아직 여러 chiral 구조를 체계적으로 비교하지 못 하고 있다. 본 논문에서는 이러한 chiral meso structure 중 하나인 Anti-Tetra Chiral 구조를 Hooke's law에 기반을 두어 등가 물성치를 구해보고, 사각형 모양의 연속체 요소로 등가 모델링을 하였다. 그 후, airfoil 내부에 연속체 요소를 직접 적용하여 실제 모델링한 경우와 비교해 본 결과 경향성 파악에 충분한 오차 범위를 얻을 수 있었다. 이를 통해 여러종류의 Chiral meso structure과 기하학적 변수를 적용한 에어포일을 효율적으로 해석할 수 있음을 제시할 수 있다.

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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.

Synthesis of New Bimetallic Chiral Salen Catalyst Bearing Co(BF4)2 Salt and Its Application in Asymmetric Ring Opening of Epoxide

  • Kim, Yong-Suk;Lee, Choong-Young;Kim, Geon-Joong
    • Bulletin of the Korean Chemical Society
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    • v.31 no.10
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    • pp.2973-2979
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    • 2010
  • The newly synthesized homogeneous chiral Co(III) salen complexes were anchored non-covalently on the acidic sites of mesoporous Al-SBA-15. The Bronsted and Lewis acidic sites are attributed to the immobilization of fluorine functionalized chiral salen complexes on the supports. XRD, BET, TEM, FT-IR and ESCA (XPS) analyses were performed to characterize the property of support, and the structure of new homogeneous and heterogeneous chiral Co salen catalyst. The homogeneous and heterogeneous catalysts could be applied in asymmetric ring opening of epichlorohydrine (ECH) by water. They showed very high enantioselectivity and a good yield up to 99% in the catalytic synthesis of optically active products.

Asymmetric Ring Opening of Terminal Epoxides Catalyzed by Chiral Co(III)-BF3 Salen Complex Immobilized on SBA-16

  • Kim, Yong-Suk;Lee, Choong-Young;Kim, Geon-Joong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.8
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    • pp.1771-1777
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    • 2009
  • The homogeneous B$F_3$ containing chiral Co(III) salen complexes were anchored non-covalently on the surfaces of mesoporous SBA-16 silica containing aluminum species. The Brönsted and Lewis acidic sites are attributed to the immobilization of fluorine functionalized chiral salen complexes on the supports. The FT-IR, UV, ESCA, and NMR analyses were performed to determine the structure of synthesized chiral salen catalysts. These heterogeneous catalysts could be applied in asymmetric ring opening of terminal epoxides by water and phenol derivatives. They showed very high enantioselectivity and yield more than 98% in the catalytic synthesis of optically active products.

Optimization of Chiral Dopant and Rubbing Direction in Liquid Crystal Display

  • Lee, Kyung-Jun;Park, Jun-Baek;Park, Jong-Min;Kim, Hoe-Chang;Seo, Jae-Ho;Kim, Yoo-Jin;Jung, Byung-Hwan
    • 한국정보디스플레이학회:학술대회논문집
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    • 2007.08a
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    • pp.948-951
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    • 2007
  • In order to improve the performance of LCD, chiral dopant is added to liquid crystal mixture. When we decide the rubbing direction, we must consider the rotation direction of liquid crystal molecules by chiral dopant. When the rotation direction of liquid crystal molecules caused by dielectric torque decided by rubbing direction and that decided by chiral dopant are coincided, the performance of LCD would be improved along to our initial cell design intentions.

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