• Bulletin of the Korean Chemical Society
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• 제34권4호
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• pp.1108-1114
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• 2013

Photochemical reactions of fluoro- vs. nonfluoro-substituted polymethylenoxy chain linked phthalimide were carried out to explore how electronegative fluorine atoms inside the donor chain influence photocyclization reaction efficiencies and to briefly determine the alkali metal binding properties of the photoproducts. The results of this study show that the fluorine-substituted donor chain linked phthalimide undergoes inefficient photocyclization via single electron transfer (SET)-induced excited state pathways to generate 14-membered cyclic amidol compared to nonfluoro-analog due to low electron donor ability of the terminal oxygen donor site. These results show that photoinduced intramolecular SET processes arising from ${\alpha}$-silyl ether electron donors to phthalimides are largely dependent on the kinds of substituents inside donor chain. Finally, a preliminary study with the cyclic amidols generated in this effort showed that they have weak alkali metal cation binding properties regardless of absence/presence of fluoro-substituents.

• Journal of Microbiology and Biotechnology
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• 제32권8호
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• pp.1041-1046
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• 2022

Nucleoside deoxyribosyltransferase (NDT) is an enzyme that replaces the purine or pyrimidine base of 2'-deoxyribonucleoside. This enzyme is generally used in the nucleotide salvage pathway in vivo and synthesizes many nucleoside analogs in vitro for various biotechnological purposes. Since NDT is known to exhibit relatively low reactivity toward nucleoside analogs such as 2'-fluoro-2'-deoxynucleoside, it is necessary to develop an enhanced NDT mutant enzyme suitable for nucleoside analogs. In this study, molecular evolution strategy via error-prone PCR was performed with ndt gene derived from Lactobacillus leichmannii as a template to obtain an engineered NDT with higher substrate specificity to 2FDU (2'-fluoro-2'-deoxyuridine). A mutant library of 214 ndt genes with different sequences was obtained and performed for the conversion of 2FDU to 2FDA (2'-fluoro-2'-deoxyadenosine). The E. coli containing a mutant NDT, named NDT^L59Q, showed 1.7-fold (at 40℃) and 4.4-fold (at 50℃) higher 2FDU-to-2FDA conversions compared to the NDT^WT, respectively. Subsequently, both NDT^WT and NDT^L59Q enzymes were over-expressed and purified using a His-tag system in E. coli. Characterization and enzyme kinetics revealed that the NDT^L59Q mutant enzyme containing a single point mutation of leucine to glutamine at the 59^th position exhibited superior thermal stability with enhanced substrate specificity to 2FDU.

• 대한치과교정학회지
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• 제27권5호
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• pp.781-789
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• 1997

본 연구는 교정치료를 위해 최근에 발거된 소구치 65개를 대상으로 발거직후 부착된 이물질을 제거하고 생리식염수에 담구어 보관한 후 법랑질을 퍼미스 및 $38\%$ 인산으로 표면 처리하고 불소가 유리되는 교정용 전색제로는 광중합형 FluoroBond, 광중합 접착제로는 Transbond, 화학중합 접착제로는 Mono-Lok 2를 선정하여 1차 부착 및 재부착시의 전단결합강도를 만능강도시험기로 측정함으로서, 치아우식 예방 및 진행 억제효과를 지닌 불소가 유리되는 교정용 전색제가 광중합형 및 화학중합형 교정용 접착제의 전단결합강도에 미치는 영향과 재부착에 의한 전단결합강도의 변화를 규명하고, 광중합형 접착제와 화학중합형 접착제 사이의 전단결합강도를 비교하여 다음의 결론을 얻었다. 1. 1차부착에 의한 전단결합강도의 크기는 Mono-Lok2군(11.84MPa), Trans bond군(10.75MPa), Light cured FluoroBond+Mono-Lok 2군(9.69MPa), Light cured FluoroBond+Transbond군(9.39MPa)순이었다. 2. 재부착에 의한 전단결합강도의 크기는 Transbond군(7.40MPa), Light cured FluoroBond+Transbond군(6.48MPa), Mono-Lok 2군(5.89MPa), Light cured FluoroBond+Mono-Lok 2군(5.15MPa)순이었다. 3. 불소가 유리되는 교정용 전색제를 적용한군과 적용하지 않은 군 모두에서 화학중합형 접착제가 광중합형 접착제보다 높은 전단결합강도를 보였으나 통계학적으로 유의한 차이는 없었다(p>0.05). 4. 불소가 유리되는 교정용 전색제를 적용한군과 적용하지 않은 군 모두에서 재부착된 광중합형 접착제가 재부착된 화학중합형 접착제보다 높은 전단결합강도를 보였으나 통계학적으로 유의한 차이는없었다(p>0.05). 5. 1차 부착된 군에 비해 재부착된 모든 군에서 전단결합강도가 현저하게 감소되었으며, 통계학적으로 유의한 차이를 보였다(p<0.05 p<0.001). 이상의 결론을 종합해볼 때 임상적으로 브라켓의 전단결합강도에 경향을 미치지 않는 불소가 유리되는 교정용 전색제를 치아 협면에 적용하여 불소의 유리에 의한 치아우식 예방 및 억제효과를 기대하는 것이 필요할 것으로 생각된다.

• Archives of Pharmacal Research
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• 제9권4호
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• pp.237-242
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• 1986

The Synthesis of E, E, E-12-fluorofarnesol and E, Z-6-fluorofarnesol which are key intermediates for the study of biosynthesis of some sesquiterpenes, is described. E, E-Farnesyl acetate is treated with selenium dioxide to give E, E, E-12-hydroxy farnesyl acetate, whih is transformed by DAST into E, E, E-12-hydroxy farnesyl acetate, which is transformed by DAST into E, E, E,-12-fluorofarnesylacetate. The latter compound is hydrolyzed to E, E, E,-12-fluorofarnesol. The reformatsky reaction of 6-methyl-5-hepten-2-one with ethyl bromofluoroacetate affords ethyl 2-fluoro-3-hydroxy-3, 7 dimethyl-6-octanoate. This ester is acetylated and eliminated to give ethyl (Z)-2-fluoro-3, 7-dimethylocta-2, 6-dienoate, which is transformed to allyl bromide via allylic alcohol. The allyl bromide is treated with dianion of methyl acetate to give-keto ester. The $\beta$-keto ester is converted to diethyl phosphoryloxy compound. The conjugate addition of lithium dimethylcuprate to the latter compound gives fluoro ester, which is treated with DIBAL to afford E, Z-6-fluorofarnesol.

• 한국진공학회지
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• 제4권S1호
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• pp.34-39
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• 1995

Various silicon films were prepared by thermal- and UV photo-CVD processes. The reactants were SiH4, Si2H6, SiH2F2, SIF4, and H2. Silicon films grown at temperatures below $500 ^{\circ}C$ were either amorphous or crystalline depending on the process conditions, and the growth rates ranged between 5 and $80\AA$min. Crystallinity of the film was improved even at $250^{\circ}C$ when the film was grown by photo-CVD using fluoro-silanes as the reactants. Analysis of the film by RBS, SIMS, XRD, and ex-situ IR indicated that substrate surface was contaminated by oxygen and other impurities when the reactants contained neither hydrogen nor fluoro-silnanes, but when fluoro-silanes were used as reactants the silicon film was highly crystalline.

• 한국응용과학기술학회지
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• 제27권1호
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• pp.87-92
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• 2010

Silicone surfactants are widely used in many industrial area because of its thermal stability and lower foaming property. But it has limitation to expand the application because of migration and bubble generation issues when it is mixed with organic surfactant. In this study, epoxy functionalized fluoro-silicone surfactant, perfluoro glycidoxypropyl polyether siloxane(PFGES), was synthesized using hydrosilylation reaction among perfluoro methyl hydrogen siloxane, allyl glycidyl ether, and allyl ployether in order to get lower surface tension, better thermal stability than conventional silicone surfactant, and reactivity with anhydride function.

• 통합자연과학논문집
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• 제8권2호
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• pp.99-106
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• 2015

Novel 2'(${\beta}$)-fluoro-3'(${\alpha}$)-hydroxy-threose nucleosides (iso-FMAU) as antiviral agents were designed and racemically synthesized from Solketal. Condensation successfully proceeded from a glycosyl donor 9 under $Vorbr{\ddot{u}}ggen$ conditions yielded the nucleoside analogues. Ammonolysis and hydrolysis of isopropylidene protection group gave the desired nucleoside analogues 12, 15, 18, and 19. The antiviral activities of the synthesized compounds were evaluated against the HIV-1, HSV-1, HSV-2 and HCMV. Compound 12 displayed some anti-HCMV activity ($EC_{50}=24.7{\mu}g/ml$) without exhibiting any cytotoxicity up to $100{\mu}M$.

• Archives of Pharmacal Research
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• 제24권2호
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• pp.95-99
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• 2001

Novel fluoro-substituted apio dideoxyuncleoside(($\pm$)-3a and ($\pm$)-3b) were efficiently synthesized stalling from 1,3-dihydroxyacetone via Horner-Emmons olefination as a key step. Cyclization of fluoro ester ($\pm$)-6 under acidic conditions to the fluorolactone was smoothly proceeded in favor of trans-fluorolactone due to the favorable transition state with equatorial hydroxymethyl substituent. Unfortunately the final nucleosides($\pm$) -3a and ($\pm$)-3b were found to be inactive against several viruses such as HIV-1, HSV- I , HSV-2 and HCMV.

• 약학회지
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• 제35권6호
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• pp.515-521
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• 1991

A number of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-substitutedcarbamyl-1-piperazinyl) quinoline [or 1,8-naphthyridine]-3-carboxylic acid and their pivaloyloxymethyl esters were prepared. The compounds synthesized were evaluated for antibacterial activity in vitro against Escherichia coli, Bacillus subtilis, Proteus vulgaris, Klebsiella pneumoniae, Staphylococcus aureus and Pseudomonas aeruginosa. Among those 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methylcarbamyl-1-piperazinyl) quinoline-3-carboxylic acid [1] and 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methylcarbamyl-1-piperazinyl)1,8-naphthyridine-3-carboxylic acid [6] showed the most potent in vitro antibacterial activity.

• 한국결정학회지
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• 제9권2호
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• pp.120-124
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• 1998

N-tert-Butyl-2-(1-acetoxy-2-fluoro-1-butyl)benzenesulfonamide의 분자 및 결정구조를 X-선회절법으로 연구하였다. 결정의 공간군은 P21/c이고, 단위포 상수는 a=8.583(2) , b=14.674(2) , c=14.703(2) , β=103.23(1)0, Z=4, V=1802.6(5) 3, Dc=1.27 Mgm-3이다. 회절반점들의 세기는 Rigaku AFC-5 Diffractometer로 얻었으며, graphite로 단색화한 Cu-KαX-선을 사용하였다. 분자구조는 직접법으로 풀었으며 최소자승법으로 정밀화하였다. 최종신뢰도 R값은 2472개의 회절반점에 대하여 0.069였다. 분자 내에 N(7)과 O(4)사이에 1개의 수소결합[2.990(4) ]을 갖으며, C(14)와 C(15)는 반대배열을 갖고 있다. 분자간 가장 인접한 거리는 3.465(5) [C(19) O(5)] (symmetry code: -x, y+1/2, -z+1/2)로 분자간 접촉은 van der Waals 힘에 의해 결합되어 있다.