• Title/Summary/Keyword: Imine Group

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Synthesis and Characterization of the Surface Modified SBA-15 with Dicobaltcarbonyl Complex

  • Park, Sora;Jeon, Yea-Sel;Jun, Ki-Won;Lee, Yun-Jo;Han, Doug-Young;Kim, Hyung Jin;Hwang, Kwang-Jin
    • Bulletin of the Korean Chemical Society
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    • v.35 no.7
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    • pp.2077-2080
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    • 2014
  • Cobalt-immobilized SBA-15 6a-c was synthesized from alkyne-attached SBA 5a-c by the reaction with $Co_2(CO)_8$ in toluene. Alkyne group was introduced into amino SBA-15 (4) by imine-linkage or substitution with propargyl bromide to afford iminoalkyne 5a and aminoalkyne 5b, respectively. Meanwhile, alkyne 5c was prepared in one-step by reacting triethoxysilyl hexyne with SBA-15. Dicobalt-complexes 6a-c were characterized by means of FT-IR, solid-state NMR and elemental analysis.

Microenvironmental Optimizaton of Immobilized Invertase for Methyl- $\beta$ -D-Fructofuranoside Synthesis (Methyl- $\beta$ -D-Fructofuranoside 합성을 위한 고정화 전화당 효소의 미소환경 최적화)

  • 허주형;안형환
    • Journal of the Korea Safety Management & Science
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    • v.1 no.1
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    • pp.259-272
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    • 1999
  • In order to enhance the selectivity, productivity and yield of methyl fructoside, which was synthesized by enzymatic glycosylation of sucrose and methanol solution, controlling of surface property of solid support using different immobilization procedures optimized microenvironment of immobilized invertase. Silanization and polyethylene imine coating methods were adopted to give a hydrophobic and hydrophilic environment of immobilized invertase. As a result, polyethyleneimine coating method gave higher loading of enzyme, effective activity, and relative activity than silanization method, because it brought on increasing the functional density of amino group and enhancing the conservation of activity by regulating of hydrophilicity. And then, hydrophilic environment was possible to restraint the assessing of methyl fructoside molecule, which was more hydrophobic than sucrose, fructose, and glucose molecule in the reaction mixture, into .the active site of immobilizedinvertase. Consequently, hydrophilic microenvironment of immobilized invertase by polyethyleneimine coating obtained higher yield and productivity with increasing conversion than silanized and native invertase. Thus, this procedure optimized the microenvironment of immobilized invertase suitable for the enzymatic synthesis of methyl fructoside.

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1,2,4-Triazole Fused Heterocycles; Part 3. Preparation of 1-(1-Phenylethenyl)-5-(N-substituted amino)-1,2,4-triazoles and 4H-1,2,4-Triazolo[1,5-c][1,3,5]oxadiazines

  • 이기정;이유석;송동혁
    • Bulletin of the Korean Chemical Society
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    • v.16 no.11
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    • pp.1037-1042
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    • 1995
  • The reaction of acetophenone 1-ureidoethylidenehydrazones 6 with a mixture of triphenylphosphine, carbon tetrachloride, and triethylamine in dichloromethane provides a general route to 1-(1-phenylethenyl)-5-(N-substituted amino)-1,2,4-triazoles 11 via the electrocyclization of the expected azino carbodiimide intermediates 9 to give the resonance stabilized azomethine imine 10a followed by a proton abstraction from the methyl group by amide anion. However, the same reaction of benzaldehyde 1-ureidoethylidenehydrazones 5 was unsuccessful. Under the same conditions, the reactions of benzaldehyde 1-N-acylureidoethylidenehydrazones 7 or acetophenone 1-N-acylureidoethylidenehydrazones 8 afforded 4H-1,2,4-triazolo[1,5-c][1,3,5]oxadiazines 16 or 17 via the zwitterionic species 15, or a [4+2] intramolecular cycloaddition from the carbodiimide intermediates 14, respectively.

Chirality Conversion of Dipeptides in the Schiff Bases of Binol Aldehydes with Multiple Hydrogen Bond Donors

  • Park, Hyun-Jung;Hong, Joo-Yeon;Ham, Si-Hyun;Nandhakumar, Raju;Kim, Kwan-Mook
    • Bulletin of the Korean Chemical Society
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    • v.30 no.2
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    • pp.409-414
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    • 2009
  • Novel binol aldehydes derivatized at 2' hydroxy position with both uryl and acetamide groups (2), and diuryl groups (3) have been synthesized. Both were designed for streospecific binding and chirality conversion of general dipeptides with support of multiple hydrogen bonding donor sites in the receptors. The receptors, 2 and 3, converted the chirality of N-terminal amino acids of peptides such as Ala-Gly, Met-Gly, Leu-Gly and His-Gly with stereoselectivity on D-form over L-form. The stereoselectivity ratios were in the range of 5-11, somewhat higher than those of the binol receptor with mono uryl group (1). The DFT calculation at the B3LYP/6-31G$^*$//MPWB1K/6-31G$^*$ level revealed that 3-D-Ala-Gly was 2.2 kcal/mol more stable than 3-L-Ala-Gly. The considerable steric hindrance between the methyl group of the alanine and the imine CH moiety of the receptor seems to be the main contributing factor for the thermodynamic preference.

Preparation of PEG-Folate-graft-Polyethylenimine as a Gene Carrier (유전자 전달체로서 폴리(에틸렌 글리콜) 및 폴레이트로 수식된 폴리(에틸렌 이민)의 합성)

  • Seo Dong Hoan;Kim Seon Hwa;Khang GilSon;Chi Sang Cheol;Shin Byung Cheol;Kim Moon Suk
    • Polymer(Korea)
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    • v.29 no.2
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    • pp.135-139
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    • 2005
  • In this study, poly(ethylene imine) (PEI) modified by methoxypoly(ethylene glycol) (mPEG) and folate as a gene carrier was synthesized to decrease cytotoxicity and to improve in vivo targeting. mPEG was modified by glutaric anhydride (GA) to endow carboxylic end group, followed by the activation reaction with EDC (N-ethyl-N'-(3-dimethyl-aminopropyl) carbodiimide) and NHS (N-hydroxysuccinimide). The activated carboxylic end group of mPEG was reacted with the amines of PEI to give mPEG graft PEI. The mPEG-folate-graft-PEI was synthesized by the reaction of mPEG-PEI with folate pre-activated by EDC/NHS. The obtained copolymers were characterized by $^1H-NMR$ and FT-IR. Gel retardation assay and fluorescence measurement indicated that DNA formed the complexes with the synthesized copolymers above N/P charge ratio 2. The size of complexes was ranging from 100 nm to 300 m. In conclusion, we confirmed that the synthesized copolymer have the possibility as a DNA carrier.

Salicylimine-Based Colorimetric and Fluorescent Chemosensor for Selective Detection of Cyanide in Aqueous Buffer

  • Noh, Jin Young;Hwang, In Hong;Kim, Hyun;Song, Eun Joo;Kim, Kyung Beom;Kim, Cheal
    • Bulletin of the Korean Chemical Society
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    • v.34 no.7
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    • pp.1985-1989
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    • 2013
  • A simple colorimetric and fluorescent anion sensor 1 based on salicylimine showed a high selectivity and sensitivity for detection of cyanide in aqueous solution. The receptor 1 showed high selectivity toward $CN^-$ ions in a 1:1 stoichiometric manner, which induces a fast color change from colorless to orange and a dramatic enhancement in fluorescence intensity selectively for cyanide anions over other anions. Such selectivity resulted from the nucleophilic addition of $CN^-$ to the carbon atom of an electron-deficient imine group. The sensitivity of the fluorescence-based assay (0.06 ${\mu}M$) is below the 1.9 ${\mu}M$ suggested by the World Health Organization (WHO) as the maximum allowable cyanide concentration in drinking water, capable of being a practical system for the monitoring of $CN^-$ concentrations in aqueous samples.

Spectroscopic, Redox and Biological Studies of Push-Pull Porphyrins and Their Metal Complexes

  • Rajesh, K.;Rahiman, A. Kalilur;Bharathi, K. Shanmuga;Sreedaran, S.;Gangadevi, V.;Narayanan, V.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.9
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    • pp.2656-2664
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    • 2010
  • We have synthesized a series of push-pull porphyrins containing both donor and acceptor substituents at the mesopositions and have examined their spectral and biological properties. The push-pull porphyrins containing both strong donor $NH_2$ and acceptor $NO_2$ at meso-positions, in which donor group condensed with the ligand, (2,6-bis(4-methylpiperazine-1-yl-methyl)-4-formlyphenol (L) to form imine linkages with porphyrin. The Schiff base ligand 5-[4-(2,6-bis(4-methylpiperazine-1-yl-methyl)-4-iminomethylphenol)phenyl]-10,15,20-tris(4-nitrophenyl) porphyrin [$an_3$(TPP)L] can be synthesized from 2,6-bis(4-methylpiperazine-1-yl-methyl)-4-formylphenol (L) and 5-(4-aminophenyl)-10, 15,20-tris(4-nitrophenyl)porphyrin. The push-pull porphyrin [$an_3$(TPP)L] was metallated to get copper, nickel and zinc complexes. The spectral, electrochemical, antibacterial, antifungal and cytotoxicity properties of all the donor- acceptor push-pull porphyrins and their complexes were characterized and studied.

The Effect of Functional Group of Levelers on Through-Silicon-Via filling Performance in Copper Electroplating (구리 전해도금을 이용한 실리콘 관통전극 충전 성능에 대한 평탄제 작용기의 영향)

  • Jin, Sang-Hun;Kim, Seong-Min;Jo, Yu-Geun;Lee, Un-Yeong;Lee, Min-Hyeong
    • Proceedings of the Korean Institute of Surface Engineering Conference
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    • 2018.06a
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    • pp.80-80
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    • 2018
  • 실리콘 관통전극 (Through Silicon Via, TSV)는 메모리 칩을 적층하여 고밀도의 집적회로를 구현하는 기술로, 기존의 와이어 본딩 (Wire bonding) 기술보다 낮은 소비전력과 빠른 속도가 특징인 3차원 집적기술 중 하나이다. TSV는 일반적으로 도금 공정을 통하여 충전되는데, 고종횡비의 TSV에 결함 없이 구리를 충전하기 위해서 3종의 유기첨가제(억제제, 가속제, 평탄제)가 도금액에 첨가되어야 한다. 이러한 첨가제 중 결함 발생유무에 가장 큰 영향을 주는 첨가제는 평탄제이기 때문에, 본 연구에서는 이미다졸(imidazole) 계열, 이민(imine) 계열, 디아조늄(diazonium) 계열 및 피롤리돈(pyrrolidone) 계열과 같은 평탄제(leveler)의 작용기에 따라 TSV 충전 성능을 조사하였다. TSV 충전 시 관능기의 거동을 규명하기 위해 QCM (quartz crystal microbalance) 및 EQCM (electrochemical QCM)을 사용하여 흡착 정도를 측정하였다. 실험 결과, 디아조늄 계열의 평탄제는 TSV를 결함 없이 충전하였지만 다른 작용기를 갖는 평탄제는 TSV 내 결함이 발생하였다. QCM 분석에서 디아조늄 계열의 평탄제는 낮은 흡착률을 보이지만 EQCM 분석에서는 높은 흡착률을 나타내었다. 즉, 디아조늄 계열의 평탄제는 전기 도금 동안 전류밀도가 집중되는 TSV의 상부 모서리에서 국부적인 흡착을 선호하며 이로 인하여 무결함 충전이 달성된다고 추론할 수 있다.

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Optimized Conditions for In Situ Immobilization of Lipase in Aldehyde-silica Packed Columns

  • Seo Woo Yong;Lee Kisay
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.9 no.6
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    • pp.465-470
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    • 2004
  • Optimal conditions for the in situ immobilization of lipase in aldehyde-silica packed columns, via reductive amination, were investigated. A reactant mixture, containing lipase and sodium borohydride (NaCBH), was recirculated through an aldehyde-silica packed column, such that the covalent bonding of the lipase, via amination between the amine group of the enzyme and the aldehyde terminal of the silica, and the reduction of the resulting imine group by NaCBH, could occur inside the bed, in situ. Mobile phase conditions in the ranges of pH $7.0{\~}7.8$, temperatures between $22{\~}28^{circ}C$ and flow rates from $0.8{\~}1.5\;BV/min$ were found to be optimal for the in situ immobilization, which routinely resulted in an immobilization of more than 70 mg­lipase/g-silica. Also, the optimal ratio and concentration for feed reactants in the in situ immobilization: mass ratio [NaCBH]/[lipase] of 0.3, at NaCBH and lipase concentrations of 0.75 and 2.5 g/L, respectively, were found to display the best immobilization characteristics for concentrations of up to 80 mg-lipase/g-silica, which was more than a 2-fold increase in immobilization compared to that obtained by batch immobilization. For tributyrin hydrolysis, the in situ immobilized lipase displayed lower activity per unit mass of enzyme than the batch-immobilized or free lipase, while allowing more than a $45\%$ increase in lipase activity per unit mass of silica compared to batch immobilization, because the quantity of the immobilization on silica was aug­mented by the in situ immobilization methodology used in this study.