• Title/Summary/Keyword: Chiral Separation

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Simultaneous enantioseparation of $\beta$-blockers by chiral capillary electrophoresis in reversed polarity mode

  • Kim, Jiyung;Kim, Hang-Han;Kim, Kyoung-Rae
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.214.3-214.3
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    • 2003
  • The chiral separation of multiple ${\beta}$-blockers is described for their accurate chiral discrimination by chiral capillary electrophoresis (CE). The cyc1odextrin-modified CE system was operated in the reversed polarity mode. In this mode, fairly good enantiomeric resolutions were achieved. Relative migration times to internal standard under optimum conditions were characteristic of each enantiomer with good precision. Therefore, in this study, the usefulness for the chiral separation and accurate identification will be discussed.

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Chiral Separation of ${\beta}-Blockers$ after Derivatization with a New Chiral Derivatization Agent, GATC

  • Ko, Mi-Young;Shin, Dae-Hong;Oh, Joung-Weon;Asegahegn, Workaferhaw Shibru;Kim, Kyeong-Ho
    • Archives of Pharmacal Research
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    • v.29 no.11
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    • pp.1061-1065
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    • 2006
  • A new chiral derivatization agent with sugar moiety, 2,3,4,6-tetra-O-acetyl-${\beta}$-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. The corresponding diastereomers were well resolved on an ODS column with acetonitrile-ammonium acetate buffer as a mobile phase and monitored at UV 254 nm. The optimization of the derivatization procedure (concentration of GATC, reaction temperature and time) and HPLC conditions (pH and ionic strength of mobile phase) were investigated and compared with GITC.

Enantiomer Separation of Chiral Amino Alcohols as 9-anthraldimine Derivatives on Coated and Covalently Bonded Chiral Stationary Phases Based on Polysaccharide Derivatives by High Performance Liquid Chromatography (고성능 액체 크로마토그래피에 의한 다당 유도체를 기초로 한 흡착되거나 공유결합된 키랄 고정상에서 키랄 아미노 알코올의 안트르알디민 유도체의 광학분리)

  • Xu, Wen Jun;Jin, Jing Yu;Lee, Won-Jae
    • KSBB Journal
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    • v.26 no.4
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    • pp.323-327
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    • 2011
  • The convenient derivatization method of chiral amino alcohols as 9-anthraldimine Schiff base derivatives for chiral resolution was developed and the liquid chromatographic enantiomer separation of chiral amino alcohols as 9-anthraldimine derivatives was investigated on several coated and covalently bonded polysaccharide-derived chiral stationary phases (CSPs). In general, the performance of Chiralcel OD-H (or Chiralcel OD) (${\alpha}$ = 1.24-2.89), the coated CSP derived from cellulose derivative was superior to the other CSPs for resolution of 9-anthraldimine derivatives of several amino alcohols. The results of enantioseparation depending on the structure of 9-anthraldimine analytes like the steric bulky group and the polar moiety etc were discussed. The analytical method was applied to measure the enantiomeric purity of commercially available chiral amino alcohols. It is expected that the convenient analytical method will be very efficient for determination of enantiomeric purity of amino alcohols as 9-anthraldimine Schiff base derivatives with strong UV absorption.

Enantiomer Separation of α-Amino Acid Esters as Nitrobenzoxadiazole Derivatives Using Chiral Columns (키랄 컬럼을 사용한 아미노산 에스테르의 니트로벤조옥사디아졸 유도체의 광학분리)

  • Yun, Won Nam;Kim, Ji Yeon;Lee, Wonjae
    • KSBB Journal
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    • v.28 no.6
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    • pp.423-427
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    • 2013
  • A new convenient derivatization method of ${\alpha}$-amino acid esters as nitrobenzoxadiazole (NBD) derivatives for chiral resolution was introduced and the enantiomer separation of ${\alpha}$-amino acid esters as NBD derivatives was performed by normal HPLC using chiral columns based on polysaccharide derivatives. The NBD derivatives were readily prepared by stirring NBD-Cl and ${\alpha}$-amino acid methyl ester HCl with $NaHCO_3$ in ethanol. The performance of Chiralpak IA was superior to the other chiral stationary phases for enantiomer resolution of NBD derivatives of several ${\alpha}$-amino acid methyl esters. Owing to fluorescence detection as well as strong UV absorption, it is expected that the convenient analytical method developed in this study will be very useful for enantiomer separation of ${\alpha}$-amino acid esters as NBD derivatives on polysaccharide-derived chiral columns.

Chiral Separation of Ibuprofen by Supercritical Fluid Chromatography (초임계유체 크로마토그래피를 이용한 Ibuprofen의 키랄분리)

  • 한순구;노경호
    • KSBB Journal
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    • v.19 no.4
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    • pp.263-268
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    • 2004
  • The separation method using chiral stationary phase in preparation of chiral compound was wildly used, but in this work, supercritical fluid chromatography was suggested in the stability to resolve the chiral mixtures. To determine the optimum operating condition of the racemic ibuprofen, the retention factor and resolution with change in pressures, temperatures and the contents of IPA % (vol.) in CO$_2$ were investigated. The retention factor was decreased with increase in pressure and decrease in temperature. The factor was also influenced by the content of IPA in mobile phase, while the resolution was worse with a increase in IPA %. From the experimental results, the desirable separation condition was 130 bar, 311.15 K and 4% IPA in CO$_2$. Compared to the asymmetric peak shape by liquid chromatography, that of supercritical fluid chromatography was symmetric which was a favorable condition for preparative separation.

Cyclosophoraose as a Novel Chiral Stationary Phase for Enantioseparation

  • JUNG, YUN-JUNG;LEE, SANG-HOO;PAIK, SEUNG-R.;JUNG, SEUN-HO
    • Journal of Microbiology and Biotechnology
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    • v.14 no.6
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    • pp.1338-1342
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    • 2004
  • Cyclosophoraoses (Cys), cyclic ${\beta}-(1{\rightarrow}2)-D-glucans$ produced by Rhizobium meliloti 2011, were used as a novel chiral stationary phase for the enantiomeric separation. A novel Cys stationary phase, chemically immobilized onto porous silica via aminopropyltrimethoxysilane as a molecular linker, showed good separation for each racemate of bupivacain (separation factor, $\alpha$=1.3), propranolol ($\alpha$=1.3), and fenoprofen ($\alpha$=2.9), respectively, under the mobile phase of water: methanol (80:20, v/v) at a constant flow rate of 0.9 ml/min at pH7.

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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