• Bulletin of the Korean Chemical Society
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• 제26권7호
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• pp.1132-1134
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• 2005

• 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.

• KSBB Journal
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• 제26권2호
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• pp.139-142
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• 2011

The chromatographic enantiomer separation of 9-anthraldimine derivatives of ${\alpha}$-amino acid methyl and ethyl esters on four polysaccharide based chiral columns was performed. The 9-anthraldehyde Schiff base derivatives of ${\alpha}$- amino acid esters were readily synthesized by stirring the ${\alpha}$- amino acid ester hydrochloride salts with 9-anthraldehyde in the presence of 1,8-diazabicyclo [5.4.0]undec-7-ene as a base and anhydrous $MgSO_4$. Chiralcel OD or Chiralcel OD-H showed the greatest enantiomer resolution of 9-anthraldimine derivatives of ${\alpha}$-amino acid methyl and ethyl esters. The L-enantiomers of all the analytes were preferentially retained on Chiralcel OD or Chiralcel OD-H. This analytical method was applied in the determination of optical purities of several commercially available D- or L-${\alpha}$-amino acid methyl esters.

• 분석과학
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• 제36권4호
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• pp.143-151
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• 2023

Considering the greater role of α-amino acids in our daily lives, the enantiomer resolution of seven α-amino acids derivatized with fluorogenic reagent (4-fluoro-7-nitro-2,1,3-benzoxadiazole, NBD-F) by chiral HPLC on amylose or cellulose trisphenylcarbamate derived chiral stationary phases (CSPs) under simultaneous ultraviolet (UV) and fluorescence (FL) detection was performed. The degree of enantioseparation and resolution was affected by nature and selector backbones of the CSPs as well as the kind of amino acids. Baseline enantiomer separation and resolutions were observed for the enantiomers of all analytes as NBD derivatives especially on coated type amylose tris(3,5-dimethylphenylcarbamate) derived CSPs (Chiralpak AD-H and Lux Amylose-1). The other CSPs also showed good enantioselectivity except for the CSPs (Chiralpak IB, Chiralcel OD-H and Lux Cellulose-1) having cellulose tris(3,5-dimethylphenylcarbamate) as chiral selectors. The developed analytical chiral method was applied to determine the enantiomeric purity of seven commercially available L-α-amino acids and the impurities as D-forms were found to be in the range 0.08-0.87 %, respectively. The intra- and interday accuracy and precision assays showed high accuracy and precision of the developed analytical method. This chiral HPLC method for the enantiomer resolution of amino acids using fluorescent derivatization could be useful for the determination of enantiomeric purity of pharmaceuticals and biological study for amino acid type compounds among chiral drugs.

• 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.

• Bulletin of the Korean Chemical Society
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• 제20권7호
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• pp.777-780
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• 1999

N-Chloroacetyl-N-hydroxy- β-Phe-NHMe and N-chloroacetyl-N-hydroxy-α-Phe-OMe were designed, synthe-sized and evaluated as irreversible inhibitors of thermolysin, a representative zinc protease. Analysis of kinetic data of the enzymic activity of thermolysin in the presence of these inhibitors revealed that they are indeed potent inactivators of thermolysin having the k(inact)/K(I ) values of 3.06 and 0.05 M (-1) s(-1) , respectively. We have established that the inhibitory activity of N-chloroacetyl-N-hydroxy-β-Phe-NHMe stems mainly from the (R)-enantiomer that belongs to the "L" series. The (R)-enantiomer is also responsible for the inactivation in the case of N-chloroacetyl-N-hydroxy-α-Phe-OMe, but this enantiomer belongs to the "D"-series.

• 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.

• Bulletin of the Korean Chemical Society
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• 제33권10호
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• pp.3481-3484
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• 2012

• 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.

• Bulletin of the Korean Chemical Society
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• 제27권8호
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• pp.1222-1224
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• 2006