• 공업화학
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• 제10권5호
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• pp.677-681
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• 1999

휘발성 액체 혼합물의 분리공정에 필요한 증류탑 설계의 필수 요건인 기-액평형에 관한 연구로서 cyclohexanol-cyclohexanone 2성분계에 대한 감압하 즉 150, 300 및 500 mmHg에서의 기-액평형치를 측정하고, 이 측정치와 30, 100, 200, 395 및 750 mmHg에서의 이미 발표된 기-액평형치를 이용하여 비휘발도와 익조성의 관계로부터 cyclohexanol-cyclohexanone 2성분계의 기-액평형치를 추산하는 추산식을 구하고, 여기서 구한 추산치를 실측치 및 문헌치와 비교 검토하였다. 그 결과 적은 오차 범위에서 잘 일치함을 확인하였다.

• 한국미생물·생명공학회지
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• 제27권2호
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• pp.107-112
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• 1999

A bacterium, which can utilize cyclohexanol as a sole source of carbon and energy, was isolated from sludge in sewage of Ulsan Industrial Complex for Petrochemicals, Korea and identified as Rhodococcus sp. TK6. The growth conditions of the bacteria were investigated in cyclohexanol containing media. The bacteria utilized cyclohexanol, cyclohexanone, cyclohexane-1,2=diol, cyclopentanol, cyclopentanone, and $\varepsilon$-caprolactone but not cyclohexane, cyclohexane-1,2-dione, and cyclooctanone. The bacteria were able to utilize alcohols such as ethanol, 1-propanol, 1-butanol, 1-pentanol, 1-hexanol, 2-methyl-1-propanol, 3-methyl-1-butanol, 2-propanol, and 2-butanol as well as cyclohexanol, organic acids such as adipate, propionate, butyrate, valerate, n-caproate, and 6-hydroxycaproate, and aromatic compounds such as phenol, salicylate, p-hydroxbenzoate, and benzoate as a sole source of carbon and energy. Cyclohexanone as a degradation product of cyclohexanol by Rhodococcus sp. TK6 was determined with gas chromatography.

• 한국안전학회지
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• 제32권6호
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• pp.34-39
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• 2017

Vapor-liquid equilibrium calculation is required to properly design and operation of distillation process. The general calculation method is to use binary interaction parameter. Lower flash points of cyclohexanol+aniline and cyclohexanol+cyclohexanone were measured by using Seta-flash closed cup apparatus. The measured flash points were compared with those calculated by the method based on Raoult's law and the optimization method using Wilson equation. The absolute average errors(A.A.E.) of the results calculated by Raout's law are $0.25^{\circ}C$ and $1.07^{\circ}C$ for cyclohexanol+aniline and cyclohexanol+cyclohexanone, respectively. The absolute average errors of the results calculated by the optimization method are $0.22^{\circ}C$ and $0.65^{\circ}C$ for cyclohexanol+aniline and cyclohexanol+cyclohexanone, respectively. As can be seen from A.A.E., the calculated values based on the optimization method were found to be better than those based on the Raoult's law. The binary interaction parameters calculated by the optimization method are used to predict the dew points of cyclohexanol+aniline and cyclohexanol+cyclohexanone. The A.A.E. for these mixtures show that there is an acceptable agreement between experimental and calculated dew poins.

• Bulletin of the Korean Chemical Society
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• 제20권1호
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• pp.49-52
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• 1999

Various metal oxides such as Fe2O3, FeO, TiO2, MnO2, MoO3, WO3 and ZnO have been used as a catalyst for Gif-KRICT type cyclohexane oxidation. In this reaction, the conversion of cyclohexane to cyclohexanone and cyclohexanol and the selectivity ratio of cyclohexanone to cyclohexanol were greatly affected by the acidity of metal oxides. When metal oxide has more acidic property, the reactivity on oxidation is increased and the formation of cyclohexanone is more favored. From this result, we proposed a new mechanism for the biomimetic Gif-KRICT oxidation system.

• Korean Chemical Engineering Research
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• 제51권4호
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• pp.518-522
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• 2013

사이클로헥사논은 나일론의 단량체로 사용되는 카프로락탐의 원료로 중요한 중간체이며 사이클로헥사놀의 탈수소화반응을 통해 합성된다. 본 연구에서는 탈수소화 반응에 적용하기 위한 촉매로 다양한 메조기공을 가진 금속 산화물(meso-$WO_3$, meso-$TiO_2$, meso-$Fe_2O_3$, meso-CuO, meso-$SnO_2$, meso-NiO)을 나노 복제법에 의해 합성하였다. 그 결과 meso-$WO_3$ >> meso-$Fe_2O_3$ > meso-$SnO_2$ > meso-$TiO_2$ > meso-NiO > meso-CuO 순서로 촉매 활성이 나타났으며, 그 중 meso-$WO_3$가 가장 높은 촉매 활성을 보임을 알 수 있었다. 따라서 사이클로헥사놀을 이용한 탈수소화 반응에 meso-$WO_3$의 폭넓은 응용 가능성을 확인하였다.

• 한국미생물·생명공학회지
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• 제27권2호
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• pp.124-128
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• 1999

TK6 was able to produce NAD+ dependent cyclohexanol dehydrogenase(CDH). The production of CDH was increased rapidly at the logarithmic phase and maintained constantly after that. In order to investigate the inductive production of CDH by various substrates, the bacteria were grown in the media containing alicyclic hydrocarbons and various alcohols as a sole crabon souce. CDH was induced most actively by cyclohexanol. Cyclohexanone and cyclohexane-1,2-diol also induced remarkable amount of CDH but it was induced weakly by 1-propanol, 1-butanol, 1-pentanol, 1-hexanol, 2-propanol, and 2-methyl-1-propanol. The dehydrogenase of the bacteria grown in the media containing cyclohexanol were weakly active for various alcohols, but the dehydrogenase activity for cyclohexane-1,2-diol was twice as much as that for cyclohexanol. Activity staining on PAGE of the cell free extract of Rhodococcus sp. TK6 grown in the media containing cyclohexanol reveals at least sever isozyme bands of CDH and we nominated the four major activity bands as CDH I, II, III, and IV. CDH I was strongly induced by cyclohexanol, cyclohexane-1,2-diok, but its activity was specific to cyclohexane-1,2-diol and 1-pentanol. CDH IV was strongly induced by cyclohexanol and cyclohexane-1,2-diol, and its activity was very specific to cyclohexane-1,2-diol.

• 대한의생명과학회지
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• 제11권4호
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• pp.509-515
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• 2005

This study was conducted to determine the kinetics of cyclohexane metabolites (the biomarker on cyclohexane exposure), the changes of hepatic cyclohexane metabolizing enzyme activities and the metabolites of cyclohexane in urine or serum. The rats were sacrificed at 2, 4, 8, 12 and 24 hr after administration of one dose of cyclohexane (1.56 g/kg body weight, i.p.). The metabolites of cyclohexane in urine were identified as cyclohexanol, cyclohexanone, trans-l,2-cyclohexanediol and 1,4-cyclohexanediol with cyclohexane metabolite being 124.00, 0.78, 23.28 and 2.75 (g/g of creatinine, $1\times10^{-3}$). Most of the cyclohexanol and trans-l,2-cyclohexanediol were determined to be in the form of $\beta-glucuronide$ conjugates, whereas cyclohexanone and 1 ,4-cyclohexanediol were found as free forms. In toxicokinetics of serum cyclohexane metabolites, cyclohexanol showed a rapid increase, reaching the plateau at 4 hr, after this time rapidly decreased throughout 24 hr. Changes of cyclohexanone also showed the similar pattern with cyclohexanol except somewhat lower concentration. Trans-l,2-cyclohexanediol, however, showed a gradual increase until 12 hr with the continued same levels throughout 24 hr. On the other hand, 1,4-cyclohexanediol was detected as trace levels at 4 and 12 hr, respectively. The administration of cyclohexane led to a significant increase of hepatic aniline hydroxylase activity from 2 to 8 hr. The activity of hepatic alcohol dehydrogenase showed a significant increase at 4 hr and then were recovered to the level of the control at 24 hr. On the other hand, there were no differences in liver weightlbody weight between the control and cyclohexane-treated animals. However, there were the changes of aniline hydroxylase and alcohol dehydrogenase activities on time-dependent pattern after cyclohexane treatment, which influence on the degree of cyclohexane metabolites both in blood and urine. These results suggest that differential determination of cyclohexane metabolites in urine and serum may be able to be as a biomarker of cyclohexane-exposure in the body. But in this fields further study is needed.

• 한국미생물·생명공학회지
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• 제13권1호
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• pp.71-77
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• 1985

오니(汚泥)로부터 사이클로헥사놀 이용능이 우수한 균(菌)을 분리하여 Acinetobacter calcoaceticus C-15로 동정하였다. A. calcoaceticus C-15의 배양을 위한 최적배지의 조성은 0.2% 사이클로헥사놀, 0.11% $NH_4Cl$, 0.05% $KH_2PO_4$, 0.2% $K_2HPO_4$, 0.02% $MgSO_4{\cdot}7H_2O$ 및 0.05% yeast extract이었다. 이 균(菌)의 생육최적(生育最適) pH는 7.2, 온도는 $33^{\circ}C$ 부근이었다. 사이클로헥사놀 및 사이클로헥사논을 기질로 했을 때 $33^{\circ}C$에서 본(本) 균(菌)의 증식속도는 각각 $0.27hr^{-1}$ 및 $0.15hr^{-1}$이었다. 통기배양에서 사이클로헥사놀에 대한 증식수율은 1.0이었다. 본(本) 균(菌)은 사이클로헥사놀과 사이클로헥사논 이외에 유기산으로 benzoate, adipate, acetate, citrate를 잘 이용하나 salicylate, phthalate, ${\beta}$-hydroxybenzoate, gluconate는 이용할 수 없었다. 알코올로는 에탄올, 1-부탄올, 1-펜탄올을 잘 이용하나 메탄올, 1-헥산올, m-크레졸, 글리세롤은 잘 이용하지 못했다. 또 본(本) 균(菌)은 크실로스 이외의 당류는 잘 이용할 수 없었다. 본(本) 균(菌)의 무세포추출액(無細胞抽出液)으로부터 사이클로헥사놀을 사이클로헥사논으로 전환시키는 사이클로헥사놀 dehydrogenase활성을 검출하였으며, 이 효소의 조효소는 $NAD^+$ 이었다.

• Applied Biological Chemistry
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• 제29권3호
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• pp.304-310
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• 1986

CL 배지에서 자란 A. calcoaceticus C10은 glucose dehydrogenase(GDH)와 cyclohexanol dehydrogenase(CDH)를 모두 생산하였다. A. calcoaceticus C10에 의한 사이클로헥사놀의 산화가 비특이적인 GDH에 의한 것인지를 알아보기 위하여 GDH와 CDH의 차이를 조사한 결과 GDH는 $NAD^+$와 $NADP^+$를 모두 조효소로 이 용하였으나 CDH는 $NAD^+$만을 조효소로 이용하였으며 $NADP^+$를 이용하지 못하였다. GDH는 LB 배지와 0.2%의 포도당 또는 사이클로헥사놀을 첨가한 LB 배지 및 CL 배지에서 모두 생산되었으나 CDH는 사이클로헥사놀을 첨가한 배지에서만 생산되었으며 7.5% polyacrylamide 젤 전기영동 결과 GDH와 CDH는 서로 다른 활성 밴드를 나타내었다. 이로써 GDH와 CDH는 서로 다른 것이며 사이클로헥사놀의 산화는 비특이적인 GDH에 의한 것이 아님을 확인하였다. LB 배지에서 A. calcoaceticus C10을 4시간 배양 후 사이클로헥사놀을 첨가할 경우 배양 24시간에 LB 배지에서보다 약 8배의 CDH 활성을 나타내었으며 생육도는 약 2배의 증가현상을 나타내었다. CDH는 사이클로헥사놀, 사이클로헥사논 cyclohexan-1,2-diol 및 cyclohexene oxide에 의해 유도되었으나 ${\varepsilon}-caprolactone$과 adipate에 의해서는 유도되지 않았다.

• Journal of Microbiology and Biotechnology
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• 제12권1호
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• pp.39-45
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• 2002

Activity staining on the native polyacrylamide gel electrophoresis (PAGE) of a cell-free extract of Rhodococcus sp. TK6, grown in media containing alcohols as the carbon source, revealed at least seven isozyme bands, which were identified as alcohol dehydrogenases that oxidize cyclohexanol to cyclohexanone. Among the alcohol dehydrogenases, cyclohexanol dehydrogenase II (CDH II), which is the major enzyme involved in the oxidation of cyclohexanol, was purified to homogeneity. The molecular mass of the CDH II was determined to be 60 kDa by gel filtration, while the molecular mass of each subunit was estimated to be 28 kDa by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). The CDH II was unstable in acidic and basic pHs, and rapidly inactivated at temperatures above $40^{\circ}C$ . The CDH II activity was enhanced by the addition of divalent metal ions, like $Ba^2+\;and\;Mg^{2+}$. The purified enzyme catalyzed the oxidation of a broad range of alcohols, including cyclohexanol, trans-cyclohexane-1,2-diol, trans-cyclopentane-l,2-diol, cyclopentanol, and hexane-1,2-diol. The $K_m$ values of the CDH II for cyclohexanol, trans-cyclohexane-l,2-diol, cyclopentanol, trans-cyclopentane-l,2-diol, and hexane-l,2-diol were 1.7, 2.8, 14.2, 13.7, and 13.5 mM, respectively. The CDH II would appear to be a major alcohol dehydrogenase for the oxidation of cyclohexanol. The N-terminal sequence of the CDH II was determined to be TVAHVTGAARGIGRA. Furthermore, based on a comparison of the determined sequence with other short chain alcohol dehydrogenases, the purified CDH II was suggested to be a new enzyme.