• Title/Summary/Keyword: phenoxy

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Development of Avermectin $B_{1a}$ High-yielding Mutants through Rational Screening Srategy based on Understanding of Biosynthetic Pathway (생합성 경로의 이해를 통한 Avermectin $B_{1a}$ 고생산성 변이주 개발)

  • Song Sung Ki;Jeong Yong Seob;Chun Gie-Taek
    • KSBB Journal
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    • v.20 no.5 s.94
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    • pp.376-382
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    • 2005
  • Avermectin (AVM) $B_{1a}$ produced by Streptomyces avermitilis via polyketide pathway is a secondary metabolite with powerful anthelmintic and insecticidal activities, thus being used as an efficient agent in the field of agriculture and animal health. It has been reported that a precursor for AVM $B_{1a}$ biosynthesis was isoleucine and the biosynthetic pathway of AVM $B_{1a}$ was closely similar to that of fatty acid. Based on understanding of the biosynthetic pathway of AVM $B_{1a}$, we intended to screen various mutants resistant against O-methyl threonine (OMT), an isoleucine-anti metabolite, and/or mutants resistant against p-fluoro phenoxy acetic acid (pFAC), an inhibitor of fatty acid biosynthesis. It was inferred that these mutants could produce AVM $B_{1a}$ more efficiently, due to the acquired capability of not only overproducing isoleucine intracellularly but also channelling metabolized carbon-sources into the polyketide pathway, thus leading to enhanced biosynthesis of AVM $B_{1a}$. The resulting mutant (PFA-1 strain) resistant against 100 ppm of pFAC was able to produce approximately 42 fold higher amount of AVM $B_{1a}$ compared to the parallel mother strain (4,200 vs. 100 units/l). In addition, through the process of continuous strain improvement program carried out by gradually increasing the OMT concentration, it was possible to obtain a more attractive mutant with greater AVM $B_{1a}$ production capacity (9,000 units/l). Notable was that significantly higher producer (12,000 units/l) could be selected through further screening of the resistant mutants, this time, to even higher concentration of PFAC. Meanwhile, through the analysis of AVM Bla production histograms (i.e., number of strains according to their AVM $B_{1a}$ biosynthetic ability) for the earlier strains in comparison with the high producers having the characteristics of resistance to OMT and pFAC, it was found that production stability of the high-yielding producers were remarkably improved, as demonstrated by the fact that larger proportion of the mutated strains had greater capability of AVM $B_{1a}$ biosynthesis ($71\%$ in the range between 5,000 and 7,000 units/L; $47\%$ in the range between 6,000 and 7,000 units/l). Based on these consequences, it was concluded that the rational screening strategy based on the understanding of the biosynthetic pathway of AVM $B_{1a}$ was very effective in obtaining high-yielding mutants with the features of enhanced production stability.

Thermotropic Liquid Crystalline Behavior of α,ω-Bis(4-nitroazobenzene-4'-carbonyloxy)alkanes (α,ω-비스(4-니트로아조벤젠-4'-카보닐옥시)알칸들의 열방성 액정 거동)

  • Jeong, Seung Yong;Hwang, Dong Jun;Ma, Yung Dae
    • Applied Chemistry for Engineering
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    • v.21 no.2
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    • pp.230-237
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    • 2010
  • A homologous series of linear liquid crystal dimers, ${\alpha},{\omega}$-bis(4-nitroazobenzene-4'-carbonyloxy)alkanes (NATWESn, n = 2~8, 10, the number of methylene units in the spacer) have been synthesized, and the thermal behavior of the series has been investigated. All the dimers formed enantiotropic nematic phases. The nematic-isotropic transition temperatures of the dimers and their entropy variation at the phase transition showed a large odd-even effect as a function of n. This behavior was rationalized in terms of the change in the average shape of the spacer on varing the parity of the spacer. The thermal stability and degree of order in the nematic phase and the magnitude of the odd-even effect of NATWESn were very similar to those of the corresponding ether compounds, while they were significantly different from those of the monomesogenic compounds, 4-{4'-(nitrophenylazo)phenoxy}alkanoyl chlorides and the side-chain liquid-crystalline polymers, the poly[1-{4-(4'-nitrophenylazo) phenoxycarbonylalkanoyloxy}ethylene]s. The results were discussed in terms of the 'irtual trimer model'by Imrie.

Synthesis and properties of PBO precursors having bulky groups and ether linkages in the main chain (주사슬에 벌키그룹과 에테르 연결고리를 갖는 PBO 전구체의 합성 및 특성)

  • Yoon, Doo-Soo;Kim, Hee-Sun;Choi, Jae-Kon;Hong, Wan-Hae
    • Elastomers and Composites
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    • v.43 no.4
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    • pp.271-280
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    • 2008
  • Aromatic polyhydroxyamides (PHAs) having bulky groups and ether linkages in the polymer main chain were synthesized by the low temperature solution polycondensation reaction. FT-IR, $^{1}H-NMR$, DSC, and TGA were used to study the properties of these polymers. The PHAs were converted into polybenzoxazoles (PBOs) by a thermal cyclization reaction, and endothermic peaks were observed in the range of $220{\sim}400^{\circ}C$. The introduction of the ether and bulky groups in the main chain improved the solubility of the PHAs in aprotic solvents such as DMSO and DMF, but the PBOs were nearly insoluble in common solvents. All the PBOs, except for PBO 5 with 2,6-dimethylphenoxy pendant and 2,3-dihydroxyquinoxaline ring, and PBO 6 with 2,6-dimethylphenoxy pendant and 2,3-dihydroxyquinoxaline ring, exhibited $T_g's$ in the range from 149 to $217^{\circ}C$ by DSC. The thermogravimetric analyses indicated that most of the PBOs were thermally stable up to $400^{\circ}C$ in nitrogen. Maximum weight loss temperatures of PHA 5 and PBO 5 with 2,6-dimethylphenoxy pendant and 2,3-dihydroxyquinoxaline ring were $707^{\circ}C$ and $683^{\circ}C$, respectively, which were the hightest temperatures among the corresponding copolymers. The PBOs in nitrogen exhibited relatively high char yields in the range of $63{\sim}70%$ at $900^{\circ}C$.

Effect of Plant Growth Regulators and Medium Supplements on Plant Regeneration of Kentucky Bluegrass (식물생장조절물질과 배지첨가물질이 켄터키 블루그래스의 식물체 재분화에 미치는 영향)

  • Lee Sang-Hoon;Lee Ki-Won;Kim Do-Hyun;Lee Dong-Gi;Won Sung-Hye;Kim Ki-Yong;Lee Byung-Hyun
    • Journal of The Korean Society of Grassland and Forage Science
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    • v.26 no.2
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    • pp.69-76
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    • 2006
  • To optimize tissue culture responses for genetic transformation of Kentucky bluegrass, the effects of culture medium supplements on tissue culture responses were investigated with mature seeds of a cultivar 'Newport' as explant tissues. The optimal concentration of 2,4-D (2.4-dichloro phenoxy acetic acid) for the induction of embryogenic callus from mature seed was 3 mg/L. Plant regeneration frequency was 54% when embryogenic callus was cultured on the regeneration medium supplemented with 1 mg/L 2,4-D and 3 mg/L of BA (6-benzyladenine). Addition of 1 g/L of casein hydrolysate and 500 mg/L of L-proline improved frequencies of embryogenic callus induction and plant regeneration up to 60.8% and 58.3%, respectively. Regenerated plants were grown normally when shoots transplanted to the soil. A rapid and efficient plant regeneration system established in this study. We suggest that the results may be useful for molecular breeding of Kentucky bluegrass through genetic transformation.

2D-QSAR and HQSAR Analysis on the Herbicidal Activity and Reactivity of New O,O-dialkyl-1-phenoxy-acetoxy-1-methylphosphonate Analogues (새로운 O,O-dialkyl-1-phenoxyacetoxy-1-methylphosphonate 유도체들의 반응성과 제초활성에 관한 2D-QSAR 및 HQSAR 분석)

  • Sung, Nack-Do;Jang, Seok-Chan;Hwang, Tae-Yeon
    • The Korean Journal of Pesticide Science
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    • v.11 no.2
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    • pp.72-81
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    • 2007
  • Quantitative structure-activity relationships (QSARs) on the pre-emergency herbicidal activity and reactivity of a series of new O,O-dialkyl-1-phenoxyacetoxy-1-methylphosphonates (S) analogues against seed of cucumber (Cucumus Sativa) were discussed quantitatively using 2D-QSAR and HQSAR methods. The statistical values of HQSAR model were better than that of 2D-QSAR model. From the frontier molecular orbital (FMO) interaction between substrate molecule (S) and $BH^+$ ion (I) in PDH enzyme, the electrophilic reaction was superior in reactivity. From the effect of substituents, $R_2$-groups in substrate molecule (S) contributed to electrophilic reaction with carbonyl oxygen atom while X, Y-groups contributed to nucleophilic reaction with carbonyl carbon atom. And the influence of X,Y-groups was more effective than that of $R_2$-groups. As a results of 2D-QSAR model (I & II) and atomic contribution maps with HQSAR model, the more length of X, Y-groups is longer, the more herbicidal activity tends to increased. And also, the optimal ${\epsilon}LUMO$ energy, $({\epsilon}LUMO)_{opt.}$=-0.479 (e.v.) of substrate molecule is important factor in determining the herbicidal activity. It is predicted that the herbicidal activity proceeds through a nucleophilic reaction. From the analytical results of 2D-QSAR and HQSAR model, it is suggested that the structural distinctions and descriptors that contribute to herbicidal activities will be able to applied new herbicide design.

Colorless Copolyimide Films: Thermo-mechanical Properties, Morphology, and Optical Transparency (무색 투명한 폴리이미드 공중합체 필름 : 열적-기계적 성질, 모폴로지, 및 광학 투명성)

  • Jin, Hyo-Seong;Chang, Jin-Hae
    • Polymer(Korea)
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    • v.32 no.3
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    • pp.256-262
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    • 2008
  • Copolyimides containing pendant trifluoromethyl ($CF_3$) groups were synthesized from 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA) and bis[4-(3-aminophenoxy)phenyl]sulfone (BAPS) with various concentrations of 2,2-bis[4-(4-aminophenoxy)phenyl]hexafluoropropane(BAPP) to poly(amic acid)(PAA), followed by thermal imidization. These copolyimides were readily soluble in N,N'-dimethylacetamide (DMAc) and could be solution-cast into a flexible and tough film. The thermomechanical properties, morphology and an optical transparency of the copolyimide films were determined using differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), wide angle X-ray diffraction (XRD), scanning electron microscopy (SEM), universal tensile machine (UTM), and a UV-Vis spectrometer. The cast copolyimide films exhibited high optical transparency with a cut-off wavelength (${\lambda}_0$) of $275{\sim}319\;nm$ in UV-vis absorption and a low yellow index(YI) value of $3.65{\sim}10.37$. The thermo-mechanical properties of copolyimide films were enhanced linearly with increasing a BAPP content. In contrast, the optical transparency of the copolyimide films was found to get worse with increasing a BAPP content.

Herbicidal properties of picolinafen (제초제 picolinafen의 제초활성 특성)

  • Lee, Jong-Nam;Koo, Suk-Jin;Kim, Do-Soon;Hwang, Ki-Hwan;Kim, Dae-Hwang;Ko, Yong-Kwan;Chung, Keun-Hoe;Ryu, Jae-Wook;Woo, Jae-Chun;Koo, Dong-Wan
    • The Korean Journal of Pesticide Science
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    • v.10 no.4
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    • pp.351-358
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    • 2006
  • This study was conducted to evaluate herbicidal properties of picolinafen in terms of crop safety, weed control spectrum, application window, residual efficacy and resistant weed control. Herbicidal phytotoxicity of picolinafen to wheat and barley was greatest when applied at 0 days after sowing (DAS), but decreased significantly as plant growth advanced. Picolinafen showed greater activity against broadleaved weeds than grass weeds. Picolinafen showed highest activity when it was applied at early post emergence timing (5 to 15 DAS), and showed significantly decreased activity at 20 DAS application. The $LT_{50}$ values (the period from application required for residual control by 50%) was 9.3 and 6.5 days against Digitaria ciliaris and Brasica naus at 60 g ai $ha^{-1}$, respectively. Picolinafen showed similar activities against both triazine resistant and sensitive Amaranthus retroflexus. Collectively, picolinafen appeared to have a good fitness to control resistant broad leaved weeds control by early post emergence application.

A Comparison of Dose-Response Assessments for CMR Materials in the Workplace (작업장에서 취급하는 CMR물질의 용량반응평가 방법 비교)

  • Lee, Kyung Hwa;Choi, Han Young;Kim, Chi Nyon;Roh, Young Man;Choi, Hee Jin;Park, Chae Ri
    • Journal of Korean Society of Occupational and Environmental Hygiene
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    • v.28 no.1
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    • pp.51-60
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    • 2018
  • Objectives: Currently, there is only limited knowledge regarding the hazard of low-level exposure to CMR materials in workplaces. To overcome this limitation, a reference concentration for workers($RfC_w$) from among the risk assessment tools proposed by the US EPA is widely used to set a provisional workplace exposure level(PWEL) for CMR materials for which there are no established Korea Occupational Exposure Limits(KOELs) or subjective chemicals for work environment measurements as regulated by Korea Ministry of Employment and Labor(KMOEL). A simple European calculator of derived no effect level(SECO-DNEL) as proposed by REACH can also be used in place of $RfC_w$ to set the PWEL for chemicals. This study was performed to test the acceptability of using SECO-DNEL as an alternative to $RfC_w$ when setting a PWEL for low-level exposures. Methods: The $RfC_w$ and DNEL for the five CMR materials of dinitrogen oxide, catechol, 2-phenoxy ethanol, carbitol, and carbon black were calculated using the dose-response assessments of the US EPA for $RfC_w$ and REACH guidance for SECO-DNEL, respectively. They were compared using paired t-tests to determine the statistical differences between them. Results: For the five chemicals, the $RfC_w$ were 2.53 ppm, 0.10 ppm, 1.73 ppm, 1.66 ppm, and $0.05mg/m^3$, respectively, while the SECO-DNEL were 2.01 ppm, 0.11 ppm, 1.83 ppm, 1.77 ppm, $0.14mg/m^3$, respectively. There was no statistically significant difference between $RfC_w$ and SECO-DNEL. Conclusions: This study suggests that the SECO-DNEL could be applied in place of $RfC_w$ to set a PWEL for low-level exposure to chemicals, especially CMR materials. To further ensure the reliability of SECO-DNEL as an alternative tool, more chemicals should be applied for calculation and comparison with $RfC_w$.

Thermotropic Liquid Crystalline Behavoir of Hydroxypropyl Celluloses Containing Cyanoazobenzene and Their Photocrosslinked Films (시아노아조벤젠을 함유한 히드록시프로필 셀룰로오스 및 그 광가교 필름들의 열방성 액정 거동)

  • Kim, Hyo-Gap;Jeong, Seung-Yong;Yang, Si-Yeul;Ma, Yung-Dae
    • Polymer(Korea)
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    • v.36 no.1
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    • pp.76-87
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    • 2012
  • Three kinds of hydroxypropyl cellulose (HPC) derivatives, [6-{4-(4-cyanophenylazo)phenoxy}]hexyloxypropyl celluloses (CAHPCs) with degree of etherification (DET) ranging from 0.4 to 3, fully substituted acrylic acid esters of HPC (HPCA) and CAHPCs (CAHPCAs) were synthesized. The crosslinked HPCA (HPCAG) and CAHPCAs (CAHPCAGs) were also prepared by exposing thermotropic mesophases of HPCA and CAHPCAs to UV light. Both CAHPCs and CAHPCAs with DET ${\leq}$ 1.2, as well as HPC and HPCA, formed enantiotropic cholesteric phases whose optical pitches(${\lambda}_m$'s) increase with temperature, wheras both CAHPCs and CAHPCAs with DET ${\geq}$ 1.4 showed monotropic nematic phases. CAHPCAGs with DET ${\leq}$ 1.2, as well as CAHPCAs with DET ${\leq}$ 1.2, exhibited reflection colors in a wide temperature range. On the other hand, CAHPCAGs with DET ${\geq}$ 1.4, as well as CAHPCAs with DET ${\geq}$ 1.4, showed Schileren textures typical of nematic phase, indicating that the liquid crystalline structure is virtually locked upon photocrosslinking. The isotropization temperatures($T_i$'s) of both CAHPCAs and CAHPCAGs decreased with increasing DET. The $T_i$ of CAHPCAG, however, was higher than that of CAHPCA at the same DET. Moreover, the temperature dependence of ${\lambda}_m$ of CAHPCAGs was much weaker than that of CAHPCAs.

Thermotropic Liquid Crystalline Properties of α,ω-Bis(4-cyanoazobenzene-4'-oxy)alkanes (α,ω-비스(4-사이아노아조벤젠-4'-옥시)알케인들의 열방성 액정 특성)

  • Jeong, Seung Yong;Kim, Hyo Gap;Ma, Yung Dae
    • Applied Chemistry for Engineering
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    • v.22 no.4
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    • pp.358-366
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    • 2011
  • A homologous series of linear liquid crystal dimers, the ${\alpha},{\omega}$-bis(4-cyano-azobenzene-4'-oxy)alkanes (CATWETn, where n, the number of methylene units in the spacer, is 2~10) were synthesized, and their thermotropic liquid crystalline phase behavior were investigated. The CATWETn with n of 3 and 6 exhibited monotropic nematic phases, whereas other derivatives showed enantiotropic nematic phases. The nematic-isotropic transition temperatures of the dimers and their entropy variation at the phase transition showed a large odd-even effect as a function of n. This phase transition behavior was rationalized in terms of the change in the average shape of the spacer on varying the parity of the spacer. The thermal stability and degree of order in the nematic phase and the magnitude of the odd-even effect of CATWETn were similar to those for the methoxy-, nitro-, and pentyl-substituted dimers, while they were significantly different from those for the monomesogenic compounds, 1-{4-(4'-cyanophenylazo)phenoxy}alkylbromides and the side-chain liquid-crystalline polymers, the poly[1-{4-(4'-cyanophenylazo)phenoxyalkyloxy}ethylene]s. The results were discussed in terms of 'virtual trimer model' by Imrie.