• Journal of the Korean Chemical Society
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• v.40 no.5
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• pp.357-364
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• 1996

Stereochemistries of acetoxy 1,3-oxathiolane 1 were determined by two methods. First, the structures of $\alpha$ isomer 7 and $\beta$ isomer 9 were confirmed by the difference of their conversion rates to dihydrooxathiin 2 under acid catalysis. When the acetoxy leaving group is located in trans relationship to sulfur, a isomer in which carboxanilide is less hindered sterically against the 1,3-oxathiolane ring is $\beta$ isomer 7, and the other isomer of which the reaction rate is slower than 7 is $\beta$ isomer 9. Second, in the deuterium reactions of diastereomeric sulfoxides, the isomers of which methine hydrogen is substituted to deuterium were cis isomers 15 and 17, and another isomers of which methyl hydrogen is substituted to deuterium were trans isomers 16 and 18. Substitution of either methine or methyl hydrogen to deuterium resulted from stereospecific ring opening followed by recyclization by [2,3] sigmatropic rearrangement.

• The Korean Journal of Nuclear Medicine
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• v.35 no.1
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• pp.69-74
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• 2001

Purpose: $^{99m}Tc$-HMPAO is a radiopharmaceutical for imaging cerebral blood flow. HMPAO (RR, SS)-4.8-diaza-3,6,6,9-tetramethylundecan-2,10- dione bisoxime) has three stereoismers such as, meso-. d-, and l-HMPAO. Techentium complexes of meso-HMPAO and d,l-HMPAO are known to have different in vivo brain uptakes. In this study, enantiomers of HMPAO (d-HMPAO and l-HMPAO) were separated from d,l-HMPAO. These enantiomers were labeled with $^{99m}Tc$ and the biodistribution studies were performed in mice. Materials and Methods: An intermediate imine product was produced from 2,3-butanedione monooxime and 2,2-dimethyl-1,3-propanediamine (54% yield) and was reduced into a mixture of three isomers (35% yield). The meso-isomer was separated from d,l-mixture by repeated fractional crystallization (11 % yield). The d- and l-enantiomers were subsequently separated by co-crystallization with optical isomers of tartaric acid (25% and 5% yield. respectively). Each enantiomeric HMPAO was labeled with $^{99m}Tc$ by reacting with $SnCI_2{\cdot}2H_2O\;and\;^{99m}Tc$-pertechnetate. Biodistribution study was performed 1 hr after tail vein injection to ICR mice. Results: Radiochemical purities of each compound were over 80%. In biodistribution study. the brain uptakes of d,l- d- and l-form were 1.34, 1.12 and 1.67% ID/g, respectively. In case of l-lsomer the brain uptake was higher (1.5 fold) than d-isomer. Conclusion: We successfully purified each enantiomeric HMPAO. In biodistribution study of stereoismers of $^{99m}Tc$-HMPAO in mice, l-HMPAO may show better brain image than d,l-HMPAO which was supplied in a commercial kit.

• Journal of the Korean Chemical Society
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• v.49 no.5
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• pp.461-469
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• 2005

• Proceedings of the Membrane Society of Korea Conference
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• 1993.04a
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• pp.50-51
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• 1993

광학활성 물질의 분할은 화학공정에 있어서나 생명과학에 있어서 중요한 분야로, 특히 의약이나 농약등의 생리활성물질에 광학이성질체가 상당수 존재하고 있으며, 그중에서는 경상체간에 생리활성이 현저하게 다른 것이 상당수 존재한다. 이러한 광학활성 물질을 분리하는 방법으로는 크로마트그래피를 이용한 방법, Diastereomer를 이용하는 방법등이 있으나 본 연구에서는 고분자 착체막을 이용하여 경상체를 분리하고자 한다. 전이금속착체를 이용한 경상체의 분리는 주로 crown ether를 중심으로 이루어져 왔다. 즉 전이금속의 흡착력과 crown ether의 입체구조를 이용한 것이다. 그러나 이것은 액막에서나 가능한 것으로 고체막에서는 사용할 수 없다. 따라서 본연구에서는 아크릴 계통의 고분자 전이금속 착체막을 이용하여 아미노산 경상체간의 분리를 행하고자 한다. 즉 전이금속의 흡착력과 리간드의 입체구조를 이용하여 경상체를 분리하는 것이다.

• YAKHAK HOEJI
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• v.39 no.1
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• pp.85-93
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• 1995

Acidic and alkaline hydrolysis of diol-type ginseng saponins produced a new glycoside, (20E)-ginsenoside Rh$_{3}$, and its stereoisomer (20Z)-, which were further subjected to alkaline by drolysis to give their aglycones, (20E)- and (20Z)-3$\beta$, 12$\beta$-dihydroxy-dammar-20(22),24-diene. The ratio of stereoisomeric mixtures was estimated to be ca. 5:1 from intensities of the peaks in $^{1}$H- and $^{13}$C-NMR spectra. The $^{1}$H- and $^{13}$C-NMR signals of ginsenoside Rh$_{3}$, which have remained unclarified, were completely assigned by the extensive application of modern NMR techniques.

• Proceedings of the Korean Fiber Society Conference
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• 2001.10a
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• pp.207-210
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• 2001

폴리비닐알코올(poly(vinyl alcohol) ： PVA)은 우수한 기계적 성능과 계면특성 및 내약품성 등을 가진 고분자로서 호제, 의류나 산업용 섬유, 편광 및 포장용 필름, 분리용 필터 및 의학용 고분자에 이르기까지 광범위한 활용 범위를 갖는다 비닐알코올(vinyl alcohol)의 호변이성질화[1] 때문에 단량체의 직접중합에 의해서는 얻을 수 없는 PVA는 분자량, 비누화도 및 입체규칙성 정도에 따라 물성이 크게 변화하므로, 이에 따른 표면특성의 변화 정도를 종합적으로 검토할 필요성이 제기되고 있다. (중략)

• Journal of Life Science
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• v.27 no.8
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• pp.965-973
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• 2017

Conjugated linoleic acid (CLA) is a group of positional and geometric isomers of linoleic acid with conjugated double bonds at C9,C11 and C10,C12 positions. Of possible CLA isomers, a naturally occurring CLA isomer is c9,t11-CLA which is produced from linoleic acid by linoleate isomerase from various rumen and lactic bacteria, and mushroom mycelia. Meanwhile, synthetically prepared CLA contained an equal amount of c9,t11-CLA and t10,c12-CLA isomers, and other isomers as minor constituents. CLA was firstly mentioned in 1939 during the elaidinization reaction of linoleic acid. Thereafter, CLA was not an attractant to scientists because it was not scientifically interested any more. However, since the anticarcinogenic action was driven from 7,12-dimethylbenz[a]anthracene (DMBA)-induced mouse skin carcinogenesis in 1987, CLA-related researches were drastically elevated, resulting in approximately 6,100 research papers in literature, so far. CLA exhibited the significant biological activities: anticarcinogenic, antidiabetic, antihypertensive, antiatherosclerotic, body-fat reducing, antioxidative, antiinflammatory, testosterone producing and other activities. Interestingly, two major CLA isomers, c9,t11-CLA and t10,c12-CLA, exhibited different biological activities. Meanwhile, t,t-CLA isomers which is minor constituent of chemically synthesized CLA from linoleic acid exhibited more potent anticarcinogenic activity in carcinogen-induced animal models and cancer cell lines than other CLA isomrs. In the present review, the significant biological activities of CLA were discussed along with historical studies of CLA since 1939.

• Journal of the Korean Chemical Society
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• v.35 no.6
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• pp.607-611
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• 1991

The stereochemical ratio cis and trans isomer of the hydration reaction of trans-$[Co(en)(tmd)Cl_2]^+$ complex ion were studied with varing temperature by the spectrophotometric method. It was observed that the ratio of cis-isomer was about 30%, and the intermediate was rearranged. And in order to investigate this mechanism more clearly, stability energy profile, interaction diagram and orbital correlation diagram were calculated by the EHT method. By the calculation, the mechanism of cis-isomer was in good agreement with the experimental results, and it was estimated that the hydration reaction was carried through some distorted square pyramid (sp).

• Polymer(Korea)
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• v.24 no.5
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• pp.638-645
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• 2000

Linear and star-shaped, poly(lactic acid) (PLA) stereo-block copolymers were synthesized by sequential polymerization of DL-lactic acid and L-lactide in the presence of diol or polyol compounds. The molecular weight of block copolymers could be controlled to some extent by the variation of alcohol content. These block copolymers had relatively narrow molecular weight distributions. The glass transition temperature and melting temperature of block copolymers appeared at around 5$0^{\circ}C$ and 100~14$0^{\circ}C$, respectively. The block copolymers were found to crystallize even at the high D-stereoisomer concentration of 35 mol%, in contrast to the amorphous nature of the random copolymer with similar composition. Also we could observe the crystallinity of PLA stereo-block copolymers varying with annealing temperature and time.

• KSBB Journal
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• v.16 no.6
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• pp.562-567
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• 2001

Aspergillus niger LK harboring the enantioselective epoxide hydrolase (EHase) activity was isolated, and enantioselectivity of EHase was tested for various racemic aromatic epoxides. The gene encoding epoxide hydrolase was cloned from cDNA library generated by reverse transcriptase-polymerase chain reaction of the isolated total mRNA. Sequence analysis showed that the cloned gene encodes 398 amino acids with a deduced molecular mass of 44.5 kDa. Database comparison of the amino acid sequence reveals that it is similar to fungal EHase, whereas the sequence identity with bacterial EHase is very low. Recombinant expression of the cloned EHase in Escherichia coli BL21 yielded an active EHases, which can offer a potential biocatalyst for the production of chiral epoxides.