• 제목/요약/키워드: Enantiomer separation

검색결과 71건 처리시간 0.022초

Liquid Chromatographic Enantiomer Separation of α-Amino Acid Esters as Nitrobenzoxadiazole Derivatives Using Polysaccharide-Derived Chiral Stationary Phases

  • Islam, Md. Fokhrul;Lee, Wonjae
    • 통합자연과학논문집
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    • 제8권2호
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    • pp.111-116
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    • 2015
  • Liquid chromatographic enantiomer separation of ${\alpha}$-amino acid esters as nitrobenzoxadiazole (NBD) derivatives was performed using several chiral stationary phases (CSPs) based on polysaccharide derivatives under fluorescence detection. For enantiomer separation by normal HPLC, the non-aqueous derivatization method of ${\alpha}$-amino acid esters for NBD analytes was introduced. Among the six CSPs used in this study, the performance of Chiralpak IA was superior for enantiomer resolution of NBD derivatives of several ${\alpha}$-amino acid methyl esters. Also the convenient analytical method using polysaccharide-derived CSPs developed in this study was applied to determine the optical purity of ${\alpha}$-amino acids esters. It was investigated that the enantiomeric impurity levels of 0.02-1.73% were found after determination of enantiomeric purities of several commercially available L-amino acid methyl esters. It is expected to be quite useful for enantiomer separation of other ${\alpha}$-amino acid esters as NBD derivatives by normal HPLC.

고성능 액체 크로마토그래피에서 아미노산과 이들 에스테르의 플루오레닐메톡시카르보닐 유도체의 자외선과 형광 검출에서의 동시 광학분리 (Simultaneous Enantiomer Separation of α-Amino Acids and Their Esters as Fluorenylmethoxycarbonyl Derivatives under UV and Fluorescence Detection by High Performance Liquid Chromatography)

  • 이스람 포크롤;이원재
    • KSBB Journal
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    • 제30권4호
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    • pp.197-201
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    • 2015
  • Liquid chromatographic enantiomer separation of ${\alpha}$-amino acids and their methyl and ethyl esters as fluorenylmethoxycarbonyl (FMOC) derivatives was performed using a recently developed chiral column (Chiralpak IE) based on polysaccharide derivative under simultaneous UV detection and fluorescence detection. The degree of enantiomer separation of ${\alpha}$-amino acid esters as FMOC derivatives is generally higher than that of the corresponding ${\alpha}$-amino acids. Especially, ${\alpha}$-amino acid methyl esters showed the greatest enantioseparation. As this method developed in this study can be applied to determine the chemical and optical purity of ${\alpha}$-amino acids and esters, it is expected to be quite useful for their chiral separation using Chiralpak IE.

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

  • 황호;이범규;백채선;이원재
    • 대한화학회지
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    • 제53권2호
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    • pp.137-143
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    • 2009
  • 공유결합된 다당유도체에서 유도된 카이랄 칼럼인 Chiralpak IC을 사용하여 N-BOC $\alpha$-amino acid와 그들의 ethyl ester 유도체의 액체크로마토그래피 거울상 이성질체의 분리를 수행하였다. 다양 한 이동상에서 공유결합된 카이랄 칼럼인 Chiralpak IC에서 거울상 이성질체가 분리된 실험결과를 나 타내었으며, 광학분할의 선택성과 분리인자가 이동상에 따라 크게 영향을 받았다. 또한 동일한 이동 상에서 분석물질의 녹이는 용매에 따라 거울상 이성질체의 분리에 미치는 영향과 분석용 컬럼에서 거울상 이성질체의 분리의 여러 예를 나타내었다.

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

  • 윤원남;김지연;이원재
    • KSBB Journal
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    • 제28권6호
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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.

고성능 액체 크로마토그래피에 의한 다당 유도체의 키랄 고정상에서 플록세틴의 새롭게 개발된 분석 및 반분취의 광학분리 (A Newly Developed Analytical and Semi-preparative Enantiomer Separation of Fluoxetine using Polysaccharide-derived Chiral Stationary Phases by High Performance Liquid Chromatography)

  • 김석진;남경욱;박보현;이스람 포크롤;이원재
    • KSBB Journal
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    • 제31권3호
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    • pp.186-191
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    • 2016
  • A liquid chromatographic method for the enantiomer separation of fluoxetine was performed using covalently bonded and coated type polysaccharide-derived chiral stationary phases (CSPs). The degree of enantioseparation is affected by the used CSPs and mobile phases. The performance of Chiralpak IC was superior to the other CSPs used in this study. Out of various solvent composition and additives, the greatest separation and resolution was observed using Chiralpak IC with mobile phase of 2-propanol in hexane with diethylamine as an additive. Semi-preparative separation of fluoxetine was performed on the analytical Chiralpak IC column to obtain (R)- and (S)-fluoxetine enantiomer with high chemical and optical purity. From the overall study, the developed liquid chromatographic method on polysaccharide-derived CSPs is expected to be very useful for the enantiomer separation of fluoxetine.

Capillary Electrophoresis에 의한 carvedilol 및 그 대사체의 거울상이성질체 분리 (Separation of racemic enantiomer carvedilol and its metabolites using capillary electrophoresis)

  • 조천호;구소현;명승운
    • 분석과학
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    • 제19권4호
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    • pp.275-279
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    • 2006
  • A capillary electrophoresis method for the separation of carvedilol and its metabolites enantiomers using cyclodextrins as the chiral selectors was developed. The effect of several types of cyclodextrins, concentration and capillary temperature for enantiomer resolution were investigated. Best results were obtained by 15 mM carboxymethyl-${\beta}$-cyclodextrin in the run buffer. Also the effect of capillary temperature on efficiency was assessed. The optimized method was applied for separation of chiral carvedilol and its three metabolites.

역상 크로마토그래피에서 다당유도체로 공유결합된 키랄 컬럼을 이용한 거울상 이성질체의 광학분리 (Enantiomer separation using a covalently immobilized chiral column derived from polysaccharide derivative by reversed phase liquid chromatography)

  • 황호;김경옥;백채선;이원재
    • 분석과학
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    • 제22권2호
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    • pp.148-151
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    • 2009
  • 역상 액체 크로마토그래피에서 다당유도체 선택자가 공유결합된 키랄 컬럼인 Chiralpak IB을 사용하여 N-FMOC $\alpha$-amino acid의 광학 이성질체의 분리를 수행하였다. 공유결합된 키랄 컬럼인 Chiralpak IB에서 여러 역상 이동상 조건들이 광학분할의 선택성과 분리인자, 머무름시간에 미치는 영향을 보여주었다. 또한 역상 액체 크로마토그래피에서 N-FMOC $\alpha$-amino acid의 광학 이성질체의 분리 결과를 순상 액체 크로마토그래피 결과와 비교하였는데 순상이동상을 사용한 것보다는 대체적으로 낮은 광학분할을 보여주었다.

Chiral Drugs의 광학분할을 위한 HPLC Column의 응용 (The Application of Chiral HPLC Columns for Enantiomer Separation of Chiral Drugs)

  • 이원재
    • 약학회지
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    • 제53권2호
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    • pp.60-68
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    • 2009
  • In terms of chiral issue, two enantiomers of chiral drugs often differ significantly in their pharmacological, toxicological and pharmacokinetic profile. Chiral switches of racemic drugs have been redeveloped as single enantiomers. Several chiral resolution techniques in chirotechnology are introduced and the most used chiral HPLC chromatographic method among several chiral analysis techniques is described with its several advantages. Several types of chiral HPLC columns derived from their chiral selectors are discussed with their property and applications for enantiomer separation.