• 제목/요약/키워드: chiral analysis

검색결과 88건 처리시간 0.022초

Achiral/Chiral Coupled Column법에 의한 식품 중의 D-아미노산의 정량분석 (Micro-Determination of D-Amino Acids in Food by Using Achirai/Chiral Coupled Column Method)

  • 이선행;장윤희;이광필
    • 분석과학
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    • 제9권1호
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    • pp.52-61
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    • 1996
  • 식품 중의 몇몇 유리 D-아미노산이 column switching method에 의해 검출되었다. D-아미노산과 L-아미노산의 총량의 정량은 $C_{18}$ 컬럼을 사용한 비키랄 분리에 근거한다. L-아미노산에 대한 D-아미노산의 수준은 o-phthalaldehyde로 유도체화된 아미노산의 postcolumn reaction detection을 포함하는 column switching system에 의해 정량되었다. Postcolumn detection system의 키랄 분리는 chiral crown ether 컬럼에 의해 실행되었다. 이 system은 간장과 발효된 콩, 그리고 콩 같은 식품 중에 있는 D-아미노산의 정량에 적용된다. 이 achiral/chiral coupled-column system하에서는 시료 전처리과정이 중요함을 알게 되었다. Phenylalanine은 시판용 간장 속에 242ppm, 재래식 간장 속에는 102ppm, 발효된 콩에는 1g당 8.34mg, 콩에는 1g당 2.87mg이 함유된 것으로 밝혀졌다. D-phenylalanine은 시판용 간장 속에는 0.67%, 재래식 간장에는 0.34%, 발효된 콩에는 1.81% 미만, 콩에는 2.82% 미만이 검출되었다.

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반응표면 분석법을 이용한 광학활성 styrene oxide의 생산조건 최적화

  • 이은열;윤성준;배현철;강진희
    • 한국생물공학회:학술대회논문집
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    • 한국생물공학회 2000년도 추계학술발표대회 및 bio-venture fair
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    • pp.593-596
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    • 2000
  • Chiral epoxides are useful chiral synthons in organic synthesis and various biological methods have been investigated for the production of chiral epoxides. In this work, enantioselective resolution of racemic styrene oxide was investigated using an isolated Aspergillus niger sp. for the production of optically pure (S) -styrene oxide. The enantioselectivity and initial hydrolysis rates of racemic substrate were highly dependent on the pH, temperature, and the volume ratio of cosolvent. The experimental sets of pH, temperature, and the volume ratio of cosolvent were designed using central composite experimental design, and the reaction conditions were optimized using response surface analysis. The optimal conditions of pH, temperature, and the volume ration of cosolvent were determined to be 7.78, $28.32^{\circ}C$, and 2.4 %(v/v), respectively, and optically pure (S)-styrene oxide (> 99% ee) could be obtained with the 35 % yield by microbial enantioselective hydrolysis reaction.

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Prediction and assessment of nonlocal natural frequencies of DWCNTs: Vibration analysis

  • Asghar, Sehar;Naeem, Muhammad N.;Hussain, Muzamal;Taj, Muhammad;Tounsi, Abdelouahed
    • Computers and Concrete
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    • 제25권2호
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    • pp.133-144
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    • 2020
  • This paper aims to study vibration characteristics of chiral and zigzag double-walled carbon nanotubes entrenched on Donnell shell model. The Eringen's nonlocal elastic equations are being combined with Donnell shell theory to observe small scale response. Wave propagation is proposed technique to establish field equations of model subjected to four distinct end supports. A nonlocal model has been formulated to explore the frequency spectrum of both chiral and zigzag double-walled CNTs along with diversity of indices and nonlocal parameter. The significance of scale effect in relevance of length-to-diameter and thickness- to- radius ratios are discussed and displayed in detail. The numerical solution based on this nonlocal Donnell shell model can be further used to predict other frequency phenomena of double-walled and multi-walled CNTs.

Bioinformatics를 활용한 토양미생물인 Gordonia westfalica Epoxide Hydrolase 생촉매 개발 및 Chiral Epoxides 제조 특성 분석 (Bioinformatics based Identification and Characterization of Epoxide Hydrolase of Gordonia westfalica for the Production of Chiral Epoxides)

  • 이수정;이은정;김희숙;이은열
    • KSBB Journal
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    • 제20권4호
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    • pp.311-316
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    • 2005
  • EH의 catalytic nucleophile residue, His-Asp로 구성된 charge relay system, oxyanion hole 등의 EH 관련 conserved domain의 아미노산 공통 서열을 참고로 하여 G. westfalica megaplasmid로부터 putative EH를 선별할 수 있었다. Bioinformatics를 기반으로 스크리닝한 G. westfalica에 의한 라세믹 styrene oxide 기질에 대한 입체선택성 가수분해 반응에 있어 중요 반응 parameter들인, pH 및 온도 등이 초기 가수분해반응속도에 미치는 영향을 분석하고, 최적 회분식 반응조건을 결정하였다. 최적 반응조건인 pH 7, 반응 온도 $30^{\circ}C$, 생촉매량 40 mg의 조건에서 약 5시간 20분간 반응을 통해 20 mM 라세믹 기질로부터 광학순도 $100\%$ ee인 (S)-styrene oxide를 $36.5\%$의 수율로 얻을 수 있었다.

키랄(S)-이부푸로펜 함유 고분자의 합성과 제조된 고분자의 분자 인식 메카니즘 (Synthesis of Molecularly Imprinted Polymers for Chiral (S)-Ibuprofen and Their Molecular Recognition Mechanism)

  • Huangfu, Fengyun;Wang, Bing;Sun, Yan
    • 폴리머
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    • 제37권3호
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    • pp.288-293
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    • 2013
  • A group of molecularly imprinted polymers (MIPs) with specific recognition for chiral (S)-ibuprofen were successfully prepared based on hydrogen bonds, utilizing ${\alpha}$-methacrylic acid as a functional monomer. The IR analysis of MIPs showed that the blue- and red-shifted hydrogen bonds were formed between templates and functional monomers in the process of self-assembly imprinting and re-recognition, respectively. According to UV-Vis analysis, we found that the ratio of host-guest complexes between template molecule and functional monomer was 1:1. The effect of cross-linker's quantity on the polymerization was studied by transmission electron microscope (TEM). The adsorption selectivity experiments indicated that MIPs exhibited higher selectivity to (S)-ibuprofen than those to ketoprofen and (R)-ibuprofen, (S)-ibuprofen's structural analogs.

Amphetamine-type Stimulants in Drug Testing

  • Chung, Heesun;Choe, Sanggil
    • Mass Spectrometry Letters
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    • 제10권1호
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    • pp.1-10
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    • 2019
  • Amphetamine-type stimulants (ATS) are a group of ${\beta}$-phenethylamine derivatives that produce central nervous system stimulants effects. The representative ATS are methamphetamine and 3, 4-methylenedioxymethamphetamine (MDMA), and abuse of ATS has become a global problem. Methamphetamine is abused in North America and Asia, while amphetamine and 3, 4-methyle nedioxym ethamphetamine (Ecstasy) are abused in Europe and Australia. Methamphetamine is also the most abused drug in Korea. In addition to the conventional ATS, new psychoactive substances (NPS) including phenethylamines and synthetic cathinones, which have similar effects and chemical structure to ATS, continue to spread to the global market since 2009, and more than 739 NPS have been identified. For the analysis of ATS, two tests that have different theoretical principles have to be conducted, and screening tests by immunoassay and confirmatory tests using GC/MS or LC/MS are the global standard methods. As most ATS have a chiral center, enantiomer separation is an important point in forensic analysis, and it can be conducted using chiral derivatization reagents or chiral columns. In order to respond to the growing drug crime, it is necessary to develop a fast and efficient analytical method.

NMR Spectroscopic Analysis on the Chiral Recognition of Noradrenaline by β-Cyclodextrin ( β-CD) and Carboxymethyl- β-cyclodextrin (CM- β-CD)

  • Lee, Sang-Hoo;Yi, Dong-Heui;Jung, Seung-Ho
    • Bulletin of the Korean Chemical Society
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    • 제25권2호
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    • pp.216-220
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    • 2004
  • ${\beta}$-CD and CM- ${\beta}$-CD as chiral NMR shift agents were used to resolve the enantiomers of noradrenaline (NA). The stoichiometry of each complex formed between the CDs and the enantiomers of NA was found to be 1 : 1 through the continuous variation plots. The binding constants (K) of the complexes were determined from $^1H$ NMR titration curves. This result indicated that both ${\beta}$-CD and CM- ${\beta}$-CD formed the complexes with the S(+)-NA more preferentially than its R(-)-enantiomer. The K values for the complexes with ${\beta}$-CD ($K_{S(+)}$ = 537 $M^{-1}$ and $K_{R(-)}$ = 516 $M^{-1}$ was larger than those with CM- ${\beta}$-CD ($K_{S(+)}$ = 435 $M^{-1}$ and $K_{R(-)}$ = 313 $M^{-1}$), however, enantioselectivity (${\alpha}$) of S(+)- and R(-)-NA to CM- ${\beta}$-CD ( ${\alpha}$ = 1.38) was larger than that to ${\beta}$-CD ( ${\alpha}$ = 1.04), indicating that CM- ${\beta}$-CD was the better chiral NMR solvating agents for the recognition of the enantiomers of NA. Two dimensional rotating frame nuclear Overhauser enhancement spectroscopy (ROESY) experiments were also performed to explain the binding properties in terms of spatial fitting of the NA molecule into the macrocyclic cavities.

Multivariate Optimization of a Sulfated- β-Cyclodextrin-Modified Capillary Zone Electrophoretic Method for the Separation of Chiral Arylalcohols

  • Zhang, Yu-Ping;Noh, Hyun-Joo;Choi, Seong-Ho;Ryoo, Jae-Jeong;Lee, kwang-Pill;Ohta, Kazutoku;Fujimoto, Chuzo;Jin, Ji-Ye;Takeuchi, Toyohide
    • Bulletin of the Korean Chemical Society
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    • 제25권3호
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    • pp.377-381
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    • 2004
  • Chiral separation of aryalcohols such as 1-phenyl-propanol, 1-phenyl-2-proanol, and 2-phenyl-1-propanol by capillary electrophoresis has been optimized using the overlapping resolution mapping (ORM) scheme. Three critical parameters of the electrophoretic media, i.e. phosphate concentration, sulfated ${\beta}$-cyclodextrin (CD) concentration and pH, were chosen for optimization. The working ranges were initially presumed by 7 preexperiments. Further optimization was carried out by another seven experiments within the narrow working ranges. From the final overlapping resolution mapping all peak pairs, the area of maximum separations were located. Using the conditions of a point in this area, we found that the target compounds were a baseline separated within 30 min. The maximum separation conditions of arylalcohols were a chiral selector concentration of 5.4%, a phosphate concentration of 28 mM, and a pH of 5.0.

미생물 입체선택성 가수분해 반응을 이용한 광학활성 Styrene Oxide 생산 (Production of Chiral Styrene Oxide by Microbial Enantioselective Hydrolysis Reaction)

  • 윤성준;이은열
    • KSBB Journal
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    • 제15권6호
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    • pp.630-634
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    • 2000
  • 에폭사이드 가수분해효소 활성이 우수한 Aspergillus niger 를 생촉매로 이용하여 업체선택적 가수분해 반응을 통해 라세믹 styrene oxide 기질로부터 광학활성 (S)-styrene oxide를 생산하는 실험을 수행하였다. (R)-styrene oxide 이성질체에 대한 초기 가수분해 속도에 영향을 주는 실험인자들인 pH, 반응온도, cosolvent 첨가량 등에 대해 중심합성계획법을 이용한 반응표면 분석을 통해 가수분해반응 속도를 향상시킬 수 있는 최적 반응조건을 결정하였다. pH 7.78, 반응온도 2 $28.32^{\circ}C$ 및 cosolvent 첨가량 2.4% (v/v)의 조건에서 약 10시간 정도의 반응을 통해 ee 값이 100%인 광학적으로 순수한 (S)-styrene oxide를 35% 정도(이론수율 = 50%)의 높은 수율로 얻을 수 있었다.

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