• Bulletin of the Korean Chemical Society
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• v.34 no.4
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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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• v.32 no.8
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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.

• The korean journal of orthodontics
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• v.27 no.5 s.64
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• pp.781-789
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• 1997

The purpose of this study was to evaluate the effects of fluoride relasing orthodontic sealant on the shear bond strength of light-and chemical-cured orthodontic rosins, to compare the shear bond strenth with light-and chemical-cured orthodontic resins, and to identify the changes of shear bond strength by rebonding in vitro. The brackets were divided into eight groups. Each group of metal brackets had different bonding mechanisms with adhesives. Group A : Transbond only Group B : Mono-Lok 2 only Group C : Light cured FluoroBond+Transbond Group D : Light cured FluoroBond+Mono-Lok 2 Group E : Transbond only(rebonded) Group F : Nomo-Lok 2 only(rebonded) Group G : Light cured FluoroBond+Transbond(rebonded) Group H : Light cured FluoroBond+Mono-Lok 2(rebonded) 65 extracted human premolars were prepared for bonding and 65 metal brackets for each group were bonded to prepared enamel surfaces of buccal surfaces as the above prescription. 24 hours bonding after, the Instron universal testing machine was used to test the shear bond strength of metal brackets to enamel. After debonding, same kind of metal brackets for each group were rebonded to prepared enamel surfaces of buccal surfaces to test the shear bond strength at the rebonding to enamel. Statistical analysis of the data was carried out Student's t-test ANOVA test, and Scheffe test using $SPSS/PC^+$ The results were as follows : 1. The order of shear bond strength was Group B(11.84MPa), Group A(10.75MPa), Group, D(9.69MPa), and Group C(9.39MPa)in lst bonded groups. 2. The order of shear bond strength was Group E(7.40MPa), Group G(6.48MPa), Group F(5.89MPa), and Group H(5.15MPa) in rebonded groups. 3. The shear bond strength of chemical cured orthodontic rosins had higher than that of light-cured orthodontic resins in all groups, but there was no statistical significance between groups(P>0.05). 4. In rebonded groups, the shear bond strength of light cured orthodontic rosins had higher than that of chemical cured orthodontic resins, but there was no statistical significance between groups(P>0.05). 5. The shear bond strength of all rebonded groups progressively decreased than that of 1st bonded groups, and there was statistical significance between groups(p<0.05, p<0.001).

• Archives of Pharmacal Research
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• v.9 no.4
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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.

• Journal of the Korean Vacuum Society
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• v.4 no.S1
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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.

• Journal of the Korean Applied Science and Technology
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• v.27 no.1
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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.

• Journal of Integrative Natural Science
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• v.8 no.2
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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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• v.24 no.2
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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.

• YAKHAK HOEJI
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• v.35 no.6
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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.

• Korean Journal of Crystallography
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• v.9 no.2
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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.