• KSBB Journal
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• 제15권5호
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• pp.415-422
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• 2000

Enzymatic resolution is becoming increasingly important in the production of optically active pharmaceutical drugs and is now challenging the traditional synthetic methods for production of a variety of chiral intermediates and products. This article reviews the recent advances in chirotechnology using enzymes as a catalyst to resolve chiral compounds. The review focuses on the recent trends in chirotechnology and the application of enzymes to the production of industrially valuable pharmaceutical drugs.

• Archives of Pharmacal Research
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• 제26권12호
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• pp.997-1001
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• 2003

This paper deals with chiral enzymatic resolution of 4-arylthio-2-butanols by lipase to prepare potential intermediates of $\beta$-lactam antibiotics. Among several lipases employed, lipase P type enzyme gave the highest ee value to prepare (R)-4-arylthio-2-butyl acetate. The enzymatic resolution of phenyl substituted alcohol (6a) using lipase P showed the highest ee value (99.7%) among those of 4-arylthio-2-butanol derivatives. Lipase P mediated hydrolysis of acylester 7a gave also (R)-alcohol 6a selectively. For determination of enantiomeric purity of these enzymatic resolved analytes, liquid chromatographic analysis was performed using two coupled Chiralcel OD and (R,R)-WhelkO chiral column.

• Biotechnology and Bioprocess Engineering:BBE
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• 제11권3호
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• pp.211-214
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• 2006

Immobilized Candida antarctica lipase was used to catalyze the separation of ketoprofen into its components by means of esterification followed by the enzymatic hydrolysis of the ester product. In this study, ketoprofen underwent esterification to ethanol in the presence of isooctane. When the reaction was complete, 58.3% of the ketoprofen had been transformed into an ester. The ketoprofen remaining in solution after the reaction was complete consisted primarily of its S-enantiomer (83.0%), while the 59.4% of the ketoprofen component of the ester consisted of its R-enantiomer. We then subjected the ester product to enzymatic hydrolysis in the presence of the same enzyme and produced a ketoprofen product rich in the R-enantiomer; 77% of this product consisted of the R-enantiomer when 50% of the ester had been hydrolyzed, and 90% of it consisted of the R-enantiomer when 30% of the ester had been hydrolyzed. By contrast, the R-enantiomer levels only reached approximately 42 and 65%, respectively, when 50 and 30% of the racemic ester was hydrolyzed under the same conditions.

• 대한약학회:학술대회논문집
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• 대한약학회 2001년도 Proceedings of International Convention of the Pharmaceutical Society of Korea
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• pp.238.3-238.3
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• 2001

• Bulletin of the Korean Chemical Society
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• 제24권9호
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• pp.1269-1275
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• 2003

The quaternary carbon-containing alcohols (1-6) were resolved enantioselectively by various lipases such as PFL (Pseudomonas fluorescens lipase), LAK (Pseudomonas fluorescens lipase), CRL (Candida rugosa lipase) and PCL (Pseudomonas cepacia lipase). The enzymatic resolution of racemic alcohol $({\pm})-2$ gave the excellent enantioselectivity in favor of (S)-2d in 99% ee, while those of the racemic alcohols (1, 3, 4, 5 and 6) gave the resolved alcohols with moderate to good enantioselectivity. Also, their absolute configurations were determined by chemical transformation to the known compounds.

• KSBB Journal
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• 제9권3호
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• pp.306-311
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• 1994

유기용매상에서 Bacillus licheniformis에서 생산되는 protease를 이용하여 라세믹 ${\alpha}$-methylbenzy lamine의 광학분함을 행하였다. 이 반응은 아설 제 공자로 활성 에스대르를 샤용하여 라서l믹 아민을 광 학선택적으로 아마드로 변환시킨다. 이 반응의 반응 속도와 광학선택성을 증가시켜주기 위해 효소를 완 충액에 녹여 pH를 맞춘 후에 동결건조시키거나, 동결건조시 염이나 lyoprotectants를 첨가시키는 방 법, 적당한 유기용매의 선정, 에스테르 구조의 디자 인 등의 방법을 사용하였다. 그 결과. 30배의 초기 반응속도의 증가 및 12배의 광학선택성이 증가하는 결과를 보였다.

• BMB Reports
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• 제57권3호
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• pp.135-142
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• 2024

DNA methylation is one of the most extensively studied epigenetic regulatory mechanisms, known to play crucial roles in various organisms. It has been implicated in the regulation of gene expression and chromatin changes, ranging from global alterations during cell state transitions to locus-specific modifications. 5-hydroxymethylcytosine (5hmC) is produced by a major oxidation, from 5-methylcytosine (5mC), catalyzed by the ten-eleven translocation (TET) enzymes, and is gradually being recognized for its significant role in genome regulation. With the development of state-of-the-art experimental techniques, it has become possible to detect and distinguish 5mC and 5hmC at base resolution. Various techniques have evolved, encompassing chemical and enzymatic approaches, as well as third-generation sequencing techniques. These advancements have paved the way for a thorough exploration of the role of 5hmC across a diverse array of cell types, from embryonic stem cells (ESCs) to various differentiated cells. This review aims to comprehensively report on recent techniques and discuss the emerging roles of 5hmC.

• KSBB Journal
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• 제14권2호
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• pp.225-229
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• 1999

본 연구에서는 광학적으로 순수한 S-(+)-ketoprofen을 얻기 위한 효소적 분할공정을 개발하는 것을 그 내용으로 하고 있다. 결과에 의하면 Candida rugosa 유래의 lipase는 음이온 교환수지에 의해 두 가지 형태의 효소로 분리되었으며 특히 첫 번째 peak의 lipaserk (S)-enantiomer에 대해 선택성이 매우 높은 것으로 나타났다. 온도 pH, 첨가제의 영향에 대해서 조사한 결과 높은 활성을 유지하면서 광학적으로 순수한 (S)-ketoprofen을 얻는 조건을 찾지는 못하였으나, $37^{\circ}C$의 온도에서 선택성이 높았으며 ethylen glyco과 같은 polyalcohol 종류가 첨가될 경우 선택성이 증가한다는 결과를 얻을 수 있었다.

• Bulletin of the Korean Chemical Society
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• 제24권12호
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• pp.1819-1826
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• 2003

In connection with the studies for developing new enzymes that could be useful in organic synthesis, practical preparation of racemic and enantiopure forms of ${\gamma}$-hydroxy-${\alpha}$-keto acids has been successfully achieved. For racemic form of ${\gamma}$-hydroxy-${\alpha}$-keto acids, indium-mediated allylation of aldehydes with 2-(bromomethyl)acrylic acid has been employed as a key step. Oxidative cleavage of the thus formed 2-methylenebutyrolactones provided the desired ${\alpha}$-ketobutyrolactones. Enzymatic resolution of the ${\gamma}$-hydroxy-${\alpha}$-methylene esters provided the desired${\gamma}$-hydroxy-${\alpha}$-methylene acids which were successfully converted to ${\gamma}$-hydroxy-${\alpha}$-ketobutyrolactones in optically pure forms.

• Biotechnology and Bioprocess Engineering:BBE
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• 제4권1호
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• pp.17-20
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• 1999

Facile synthetic methods of 2',5'-dideoxy-, 2',3'-dideoxy- and 3'-deoxy-1, N6-ethenoadenosine nucleosides by either an enzymatic dideoxyribosyl transfer reaction or a simple chemical reaction were proposed. The synthesis products were isolated and purified by preparative HPLC and their structures were confirmed by 1H NMR (500 MHz) and FAB-MS including high resolution mass measurement. These modified nucleoside analogs have not been reported yet. Therefore, these modified nucleoside analogs are of potential value to be studied further for biological activity such as anticancer or antiviral.