• 한국막학회:학술대회논문집
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• 한국막학회 2003년도 The 4th Korea-Italy Workshop
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• pp.103-105
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• 2003

A chiral stationary phase (CSP) was synthesized by the modification of the chitosan using N-nicotinoyl phenylalanine and 3, 5-dimethylphenylisocyanate . The CSP based on the chitosan was then characterized in terms of their chemical structure and physical properties. To test its performance as a CSP, the silica powder with 5 ${\mu}{\textrm}{m}$ of diameter were coated with the CSP to pack a column for High Performance Liquid Chromatograph (HPLC). Using the packed column, several racemates were tried to separate under various separation conditions with different compositions of eluents.

• 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.

• Archives of Pharmacal Research
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• 제27권1호
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• pp.35-39
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• 2004

The method for the chiral analysis of (-)-yatein was developed and the distribution of this component in the plants of three genera like Juniperus, Thuja and Chamaecyparis belonging to Cupressaceae family was examined. The chiral analysis of (-)-yatein from the plants was carried out by high performance liquid chromatography on (R,R)-Whelk-O1 column using 81 v/v% methanol as mobile phase. The yatein content in the leaves of Juniperus was the highest in compare with that of the other two genera, providing the possibility of the chemical discrimination of the plants in Juniperus from the other plants in the Cupressaceae family. In general, the yatein content in the leaves was much higher than that in the twigs. This method could be applied for the quality control of (-)-yatein in the plants belonging to Cupressaceae family.

• Korean Chemical Engineering Research
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• 제47권1호
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• pp.54-58
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• 2009

Ketoprofen과 Ibuprofen은 비스테로이드 계통의 진통 및 소염제로서 관절염 등을 위한 진통제나 해열제로 이미 널리 사용되고 있다. 그러나 이 두 물질이 치료약으로 사용될 때 (S)-ketoprofen과 (S)-ibuprofen은 약리학적으로 항염증 작용을 하며 (R)-ketoprofen과 (R)-ibuprofen은 약효가 없거나 부작용을 일으키는 문제점을 가지고 있다. 본 연구에서는 Ketoprofen과 Ibuprofen을 Kromasil HPLC 칼럼을 사용하여 이동상 조성비(hexane/t-BME/acetic acid)와 온도 변화($25{\sim}55^{\circ}C$)가 분리에 미치는 영향을 실험하였다. 분리특성은 선택도, 분리도, 이론단수 그리고 용량인자와 절대온도의 역수사이의 관계에서 계산된 엔탈피 변화 ${\Delta}H$에서 Ketoprofen과 Ibuprofen의 kromasil HPLC column 고정상과의 상호작용의 크기를 열역학적으로 검토하였다. 온도 $25^{\circ}C$, 이동상 조성비(hexane/t-BME/acetic acid) 80/20/0.1에서 선택도, 분리도, 이론단수 엔탈피 수치가 높게 나타났다.

• Biotechnology and Bioprocess Engineering:BBE
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• 제9권4호
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• pp.285-291
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• 2004

A simulated moving bed (SMB) chromatography system is a powerful tool for preparative scale separation, which can be applied to the separation of chiral compound. We have de-signed our own lab-scale SMB chromatography using 5 HPLC pumps, 6 stainless steel columns and 4 multi-position valves, to separate a racemic mixture of ketoprofen in to its enantiomers. Our design has the characteristics of the low cost for assembly for the SMB chromatography and easy repair of the unit, which differs from the designs suggested by other investigators. It is possible for the flow path through each column to be independently changed by computer control, using 4 multi-position rotary valves and 5 HPLC solvent delivery pumps. In order to prove the operability of our SMB system, attempts were made to separate the (S)-ketoprofen enantiomer from a ketoprofen racemic mixture. The operating parameters of the SMB chromatography were calculated for ketoprofen separation from a batch chromatography experiment as well as by the triangle theory. With a feed concentration of 1 mg/mL, (S)-ketoprofen was obtained with a purity of 96% under the calculated operating conditions.

• Natural Product Sciences
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• 제6권1호
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• pp.20-24
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• 2000

The enantiomers of higenamine were directly separated by high performance liquid chromatography using a chiral stationary phase and detected by UV. The R- and S-isomers of higenamine were eluted at the retention time of 22 min and 27 min, respectively. Higenamine was determined to be present as R-(+)-enantiomer not only in the embryo of Nelumbo nucifera, from which the separation of R-(+)-higenamine was reported, but also in various Aconite roots, from which higenamine was separated as optically inert racemic mixtures.

• 분석과학
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• 제33권1호
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• pp.1-10
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• 2020

Alpha lipoic acid, an antioxidant, is widely used for treatment of various diseases. It is a racemic mixture, with R-(+)-α lipoic acid exhibiting greater potency, bioavailability, and effectiveness than those of the S-form. Thus, selective R-(+)-α lipoic acid has been recently used in various applications, necessitating the development of a method to test the enantiomeric impurity in R-(+)-α lipoic acid. We developed a simple and fast high-performance liquid chromatography method using a new immobilized amylose-based chiral column (Chiralpak IA-3). Design of experiment was applied to accurately predict the effects and interactions among various factors affecting the analytical parameters and to optimize the chromatographic conditions. This optimized method could completely separate the two enantiomer peaks with a resolution > 1.8 within a short running time (9 min). Then, the optimized method was validated according to the guidelines of the International Conference on Harmonization and applied for quantification of S-(-)-α lipoic acid in some commercial R-(+)-α lipoic acid tromethamine raw material. Our results suggested that the developed method could be used for routine quality control of R-(+)-α lipoic acid products.

• KSBB Journal
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• 제18권4호
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• pp.261-265
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• 2003

이부프로펜 중 S-enantiomer는 약물학적 효과를 갖고 있으나 R-enantiomer는 여러 가지 부작용을 갖고 있다. 이런 라세미 혼합물은 키랄 고성능 액체 크로마토그래피를 이용하여 효과적으로 분리 할 수 있었다. 실험에서 이용한 column(3.9 ${\times}$ 300 mm)은 Kromasil 10 $\mu\textrm{m}$를 충진하였고, 이동상으로는 n-hexane/tert-butyl methyl ether/acetic acid를 사용하였다. 유속은 1.0 $m\ell$/min 주입부피는 5 ${\mu}\ell$이고, UV 검출기의 wavelength는 220 nm이며 실온에서 실험하였다. 라세미 형태의 이부프로펜을 키랄 고정상으로 채워진 컬럼을 이용하여 이동상의 조성비를 바꿔가면서 이동상의 조성 변화에 따른 두 물질의 분리도의 상관식을 얻었다. 이 상관식을 이용하여 각 조성에 분리도에 미치는 영향을 정량적으로 표시하였고 보간법 또는 외사법에 의하여 실험이외의 조성에 대한 분리도를 예측할 수 있는 장점이 있다.

• Korean Chemical Engineering Research
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• 제46권4호
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• pp.681-685
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• 2008

Kromasil KR100-5CHI-TBB 칼럼을 사용하여 라세미 mandelic acid를 분리하였다. 분리도(resolution), 이론단수(number of theoretical plates), 용량인자(capacity factor)와 같은 크로마토그라피 변수들을 이동상의 조성(hexane/t-BME = 85/15 - 10/90)과 포름산 농도(0.1, 0.5, 1.0 v/v%)를 변화시켜 실험하여 계산하였다. 칼럼의 효율을 평가하기 위해 유속 대 이론단수를 비교하였다. 등온흡착식을 계산하기 위해 PIM(Pulse Input Method)을 사용하였고, mandelic acid의 농도가 0.1에서 0.3 mg/ml 사이일 때 L-과 D-mandelic acid가 각각 8.8분과 9.4분의 체류시간을 보였다. Mandelic acid의 등온흡착식은 0.3 mg/ml의 농도이하와 이동상 조성(hexane/t-BME = 75/25)에서 선형이었다. Mandelic acid의 농도가 증가할수록 mandelic acid는 비선형 거동을 보였고, Langmuir 등온흡착식은 L-과 D-mandelic acid의 경우 각각 $C_{S,L}=3.358C_{M,L}/(1+0.0897C_{M,L})$, $C_{S,D}=3.692C_{M,D}/(1+0.1457C_{M,D})$이었다.

• KSBB Journal
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• 제25권5호
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• pp.449-452
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• 2010

크라운 에테르로부터 유도된 키랄고정상에서 역상용매를 이동상으로 사용하여 국내외에서 시판되고 있는 광학이성질체 의약품인 레보티록신 나트륨의 광학순도 측정을 위한 새로운 직접적인 광학분리 분석법을 개발하여 매우 좋은 결과를 얻었다 ($\alpha$ = 2.15, Rs = 4.05). 시판하고 있는 레보티록신 나트륨의 광학순도를 키랄고정상을 이용하여 직접적인 광학분리방법으로 측정하는 실험은 현재까지 한 편의 연구결과 외에는 보고되어 있지 않는데 [4] 본 연구에서 새롭게 개발한 전처리과정과 HPLC 분석조건을 이용하여 현재 국내외에서 판매되고 있는 레보티록신 나트륨 주성분의 의약품 정제의 광학순도를 측정하였다. 레보티록신 나트륨의 광학순도를 측정한 광학분리 실험결과에서 하나의 제품을 제외하고는 99% 이상의 높은 광학순도를 보여주고 있음을 확인할 수 있었다. 본 연구의 편리하고 용이한 신규 광학분리 분석법이 국내외에서 상용되는 레보티록신 나트륨 제품의 품질 확인과 양질의 키랄의약품을 개발하고 제품을 관리하는데 매우 도움이 되리라 기대한다.