• Title/Summary/Keyword: Chiral Separation

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Indirect chiral separation of $\alpha$-arylmethylpropionic acids by liquid chromatography

  • Min, Chung-Sik;Jang, Seung-Jae;Choi, Bo-Kyung;Kim, Young-Lim;Jung, Hae-Yun;Bak, Kyung-Min;Lee, Kyung-Hee;Jo, Keang-In;Gu, You-Ni
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.215.1-215.1
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    • 2003
  • A various ${\alpha}$-arylmethylpropionic acids(profen) have been widely used as non-steroidal anti-inflammatory drugs for the relief of acute and chronic rheumatoid arthritis and osteoarthritis, as well as for other connective tissue disorders and pains. Example is fenoprofen, ibuprofen, ketoprofen, and naproxen. All are chiral and, except for naproxen and ibuprofen, are marketed in racemic form. Enantioseparations of profens have been of considerable interest becaus their anti-inflammatory and analgesic effects have been attirbuted almost exclusively to their (S)-enantiomer. (omitted)

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Simplistic Determination of Operation Parameters for Simulated Moving Bed (SMB) Chromatography for the Separation of Ketoprofen Enantiomer

  • Park, Tae-Hyun;Yoon, Tae-Ho;Kim, In-Ho
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.10 no.4
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    • pp.341-345
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    • 2005
  • Since it is troublesome to estimate adequate flow rates in four sections of SMB chromatography, a systematic determination of the flow rates has been suggested by using ketoprofen as a model chiral enantiomer. S-ketoprofen. less retained species, was separated from raffinate stream and the variation in its purity was dependent on the changes of the flow rate of section 4 ($Q_4$), the raffinate flow rate ($Q_{raf}$), and the feed flow rate ($Q_{feed}$) under a fixed switch­ing time t$^{\ast}$. When one parameter was changed at the given experimental condition, purities of product were changed and these phenomena has be well explained by the triangle theory.

Comparison of Enantioselective CEC Separation of OT-MIP Capillary Columns with Templates of Various Camphor Derivatives Made by the Pre-established General Preparation Protocol

  • Zaidi, Shabi Abbas;Lee, Seung-Mi;Lee, Ju-Young;Cheong, Won-Jo
    • Bulletin of the Korean Chemical Society
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    • v.31 no.10
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    • pp.2934-2938
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    • 2010
  • Some open tubular (OT) molecule imprinted polymer (MIP) silica capillary columns with templates of camphor derivatives such as 10-camphorsulfonic acid (10-CSA), 10-camphorsulfonamide (10-CS) and camphor-p-tosyl hydrazone (CTH) have been successfully prepared by the prior generalized preparation protocol. The three MIP thin layers of different templates showed quite different morphologies. The chiral selectivity of each MIP column for the template enantiomers was optimized by changing eluent composition and pH. The optimization conditions were found to be different for the three MIPs. This work suggests prospective successful extension of the generalized preparation protocol for OT-MIP silica capillary columns toward templates of a variety of chemical groups.

Separation of Amino Acid Enantiomers by Gas Chromatography (III) -(S)-5-isobutyl-$N^3$-phenyl-2-thiohydantoin as chiral stationary phase- (가스 크로마토그라피에 의한 아미노산 광학 이성질체의 분리(III) -(S)-5-isobutyl-$N^3$-phenyl-2-thiohydantoin의 광학 활성 고정상으로의 응용-)

  • Park, Man-Ki;Yang, Jeong-Seon;Ko, Chang-Bum
    • YAKHAK HOEJI
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    • v.32 no.2
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    • pp.112-116
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    • 1988
  • The resolution of N-trifluoroacetyl (N-TFA) ter-isopropylesters of Ala, Ile, Leu, Val and Phe by gas chromatography on the (S)-5-isobutyl-$N^3$-phenyl-2-thiohydantoin as stationary phase was investigated. The phase was employed at several column temperatures $(140^{\circ}C{\sim}200^{\circ}C)$ and the separation factors were $1.18{\sim}1.45$ range for five amino acid enantiomers. The possible mechanism of chiral recognition was investigated by NMR technique and the association constant$(K_c)$ was calculated as 201.3(r=0.98) for alanyl derivative.

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Recemization of L-Lysine for Pharmaceutical Synthesis and its Chiral Separation by GC-MS Spectroscopy

  • Cheong, Jae-Yeon;Choi, Su-Hang;Nam, Tae-Woo;Shin, Jae-Young;Kim, Su-Woong;Jung, Won-Tae
    • Archives of Pharmacal Research
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    • v.18 no.2
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    • pp.69-74
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    • 1995
  • In order to improve physico-chemical properties and to enhance stability of drugs, amino acid salt has been widely adoptd in pharmaceutical synthesis. Acetylsalicylic acid lysinate is one of the widely used analgesics and it is a good example of t5his synthesis. In the case of bacetylsalicylic acid lysinate synthesis, racemization of natrually occurred lysine is esential because the racemic lysine salt of the drug shows better yield, crystallinity and dryness than that of the L-lysine salt. To esatablish a simple, practical and economical process for L-lysine racemization, L-lysine treatments with phosphoric acid and with acetic acid were compared and the optimum conditions for its process and derivatization were investigated by chiral separation methods using GC_MS spectroscopy.

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Chiral separation of amino acids in urine specimens from patients with inherited metabolic disorders by achiral gas chromatography

  • Paik, Man-Jeoneg;Choi, Young-Mie;Nguyen, Duc-Toan;Kim, Ji-Yung;Kim, Jung-Han;Kim, Kyoung-Rae
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.218.2-218.2
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    • 2003
  • An efficient method is described for the enantioseparation of urinary amino acids to determine their absolute configurations. It involves two-phase extractive ethoxycarbonylation in alkaline aqueous solution with subsequent extraction after acidification. The resulting derivatives of amino acids are converted to volatile diastereomeric esters or amides for the direct analysis by gas chromatography (GC) on achiral dual-columns with different polarities. The present method was applied to urine specimens from patients with inherited metabolic disorders. In this study, the usefulness for the chiral separation of diagnostic amino acids will be discussed.

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