• Title/Summary/Keyword: Amine functionality

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Synthesis of 6- Hydroxy-7 -methoxychroman-2-carboxylic Acid Dialkylaminoalkylamides (6-하이드록시-7-메톡시크로만-2-카복실산 디알킬아미노알킬아마이드 합성)

  • Kwak, Jae-Hwan;Lee, Keum-Ho;Jung, Jae-Kyeong;Cho, Jung-Sook;Lee, Hee-Soon
    • YAKHAK HOEJI
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    • v.50 no.5
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    • pp.322-325
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    • 2006
  • In the course of developing novel antioxidants, we synthesized four of 6-hydroxy-7-methoxy-4-oxochroman-2carboxylic acid dialkylamides (3a-d) $(13{\sim}18%)$ and four of 6-hydroxy-7-methoxychroman-2-carboxylic acid dialkylamides (4a-d) $(52{\sim}89%)$, incorporating the basic amine functionality. None of these compounds exhibited significant antioxidant activity possibly due to the hydrophilic character of the basic amine side chains.

Synthesis of Various Functional Block Copolymers via Controlled Ring Opening Metathesis Polymerization and the Subsequent Chemical Modifications

  • Kang, Min-Hyuk;Moon, Bong-Jin
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.200-200
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    • 2006
  • Several polynorbornene or poly(norbornene-7-oxide) based functional block copolymers were synthesized by ring opening metathesis polymerization (ROMP) with good molecular weight and polydispersity control. Some representative functional groups in these polymers are a nitrobenzoyl group or ferrocene. These polymers were subjected to various chemical modification reactions to give other block copolymers that contain novel functionality such as amine, diazonium salt, and diazo groups. The resulting polymers were characterized by various techniques such as GPC, NMR, UV-VIS, AFM, and cyclovotammography (CV).

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A Facile One-Pot Operations of Reduction and Allylation of Nitrobenzaldehydes Mediated by Indium and Their Applications

  • Cho, Yong-Seo;Kang, Kyung-Ho;Cha, Joo-Hwan;Choi, Kyung-Il;Pae, Ae-Nim;Koh, Hun-Yeong;Chang, Moon-Ho
    • Bulletin of the Korean Chemical Society
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    • v.23 no.9
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    • pp.1285-1290
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    • 2002
  • Various nitrobenzaldehydes were simultaneously allylated and reduced using indium in the presence of HCl in aqueous media to give compounds having both functionality of homoallylic alcohol and aromatic amine. Sequential protection of the amino gro up and oxidation of the anilinyl homoallylic alcohol provided useful precursors of heterocyclic compounds such as dihydroindolones and dihydroquinolones, which could be efficiently synthesized through intramolecular cyclization reaction.

Characterization and Surface-Derivatization of Porous Silicon

  • Lee, Bo-Yeon;Hwang, Min-Woo;Cho, Hyun;Kim, Hee-Chol;Jang, Seunghyun
    • Journal of Integrative Natural Science
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    • v.4 no.3
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    • pp.182-186
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    • 2011
  • Chemical modification of porous silicon surface has been investigated to have different physical surface properties. Porous silicon modified with dodecyl functionality exhibits hydrophobic feature, however the oxidation of porous silicon to modify with hydroxyl group displays hydrophilic properties. Surface characterization for both dodecyl and hydroxyl derivatized porous silicon was investigated by FT-IR spectroscopy. To determine the surface coverage, the amine functionalized surface was reduced by dithiothreitol (DTT) and the released 2-thiopyridone was quantified by UV/vis spectroscopy.

Self-assembled Micelle-based Fluorescence Sensor for Extremely Acidic pH Range (강산성 용액의 pH를 측정할 수 있는 미셀기반의 형광센서 개발)

  • Lee, Jeongmoo;Lee, Seoung Ho
    • Journal of Environmental Science International
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    • v.29 no.8
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    • pp.801-808
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    • 2020
  • In this study, an effective fluorescence pH sensor based on conjugated polyelectrolyte micelles (CPMs) was devised for detecting extremely acidic conditions. An amphiphilic coumarin derivative (CC12-N), a building block, was prepared, into which an ionizable amino group, aryl amine, was incorporated as a potential hydrophilic moiety. This monomer displays self-assembled micelle formation in extremely acidic pH ranges, giving a hydrophobic π-extended conjugated system at the inner part and hydrophilic functionality at the periphery, resulting in efficient fluorescence intensity enhancement. This new micelle-based fluorescence provides an efficient sensing platform for detecting very low pH values in the presence of competing substances.

The Effect of DMPA Contents on the Water Dispersability and Mechanical Properties of Urea Resin (DMPA의 함량이 우레아 수지의 수분산 안정성과 기계적 성질에 미치는 영향)

  • Park, Jae Cheol;Kim, Dong Soo;Lee, Soo
    • Journal of the Korean Applied Science and Technology
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    • v.36 no.4
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    • pp.1128-1135
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    • 2019
  • In this study, different types of polyether amines and H12MDI were used to synthesize water dispersed urea resins, which can be applied to coating material on the concrete slabs for bicycle road using the ordinary application equipments. The concentrations of several polyether amines with different molecular weights and the number of amine functionality were varied to set up the optimal condition for water dispersed urea resin preparation with both an excellent tensile strength and an elongation. In addition, the effect of DMPA[2,2-Bis(hydroxymethyl)propanoic acid] concentration on the storage stability of the water dispersed urea resin was also investigated. The formation of urea bonds from isocyanate and polyether amines was confirmed through FT-IR ATR spectroscopy. From the mechanical properties of urea resins, PU-4 and PU-6, which were prepared with both diamines and triamine of different molecular weights and number of functionality, showed the tensile strength of 10.5 N/㎟ and 12.7 N/㎟, respectively and the elongation of 1165 % and 969%, respectively. Among the water dispersed urea resin synthesized with different contents of DMPA, PU-6 showed the highest mechanical properties, a tensile strength of 14.2 N/㎟ and an elongation of 993%. In addition, the water dispersion state of this PU-6 was the most stable even after 8 weeks.

Analysis of Cadaverine and Its Worker Honeybee Venom Content (Apis mellifera L.) (꿀벌(Apis mellifera L.) 일벌독의 생체아민 cadaverine 함량 및 분석법)

  • Choi, Hong Min;Kim, Hyo Young;Kim, Se Gun;Han, Sang Mi
    • Journal of Life Science
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    • v.31 no.2
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    • pp.144-148
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    • 2021
  • This study aimed to analyze the content and composition of a biological amine, cadaverine, isolated from the venom of worker honeybees (Apis mellifera L.). This biological amine―which has diverse functionality, such as anti-inflammatory and antibacterial effects―has not been previously reported in bee venom. An assay completed in 13 minutes was developed for the cadaverine present in the bee venom using an ultra-performance liquid chromatograph and a Halo C18 column with acetonitrile and water as the mobile phase. The specificity, accuracy, and precision of the assay were verified, and the assay was validated. The linearity for cadaverine in the bee venom was R2=0.99 or above, indicating a moderate level. The limit of detection and limit of quantification were both 0.3 ㎍/ml, and the rate of recovery was 97.6%-99.1%. The relative standard deviation (RSD) of the intra-day precision and inter-day precision for cadaverine was 0.25%-0.44% and 0.25%-1.25%, respectively, with an RSD that fell within 5% indicating excellent precision. Through this novel assay, it was found that the mean content of cadaverine was 1.10±0.05 mg/g. Our results indicated that the linearity, limit of detection, limit of quantification, and rate of recovery of the cadaverine assay were of a satisfactory level, and the cadaverine content of the bee venom was ably determined. This study provides basic data on cadaverine in bee venom, which will prove useful in further studies on the bioactivity of this component.

Impregnation of Nitrogen Functionalities on Activated Carbon Fiber Adsorbents for Low-level CO2 Capture (저농도 이산화탄소 포집용 활성탄소섬유 흡착제의 질소작용기 함침연구)

  • Hwang, Su-Hyun;Kim, Dong-Woo;Jung, Dong-Won;Jo, Young-Min
    • Journal of Korean Society for Atmospheric Environment
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    • v.32 no.2
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    • pp.176-183
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    • 2016
  • Activated carbon fibers (ACFs) for $CO_2$ adsorption were prepared from polyacrylonitrile (PAN) fiber through the systematic processes such as oxidation, activation and amination with the focus on the formation of nitration functional groups. Textural analysis of test samples revealed the decrease of specific surface area and pore volume by chemical activation including amination. The ratio of micropores to the total volume was 0.85 to 0.91, which was high enough with the pore size of 1.57 to 1.77 nm. Nitrogen compounds such as imine, pyridine and pyrrole presenting favorable interforces to $CO_2$ molecules were formed throughout the whole preparation steps. The aminated ACF adsorbent showed the enhanced adsorption capacity, 0.40 mmol/g for low-level $CO_2$ flow (3000 ppm) at room temperature. Selectivity of $CO_2$ against dry air ($O_2$ & $N_2$) also increased from 1.00 to 4.66 by amination.

A Study on the Synthesis of Eugenolchitosan and Safrolechitosan (Eugenol과 safrole을 부가한 chitosan 유도체 합성)

  • Kim, Je-Jung;Jung, Byung-Ok;Chang, Pahn-Shick;Park, Dong-Ki
    • Korean Journal of Food Science and Technology
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    • v.36 no.3
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    • pp.398-402
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    • 2004
  • Safrolechitosan (SaCs) and eugenolchitosan (EuCs) were synthesized and characterized to increase water solubility and functionality of chitosan. Product impurities were removed by Soxhlet apparatus using methanol to obtain final product with high purity. Using Ubbelohde viscometer, molecular weights of chitosan, EuCs, and SaCs were determined as $1.2{\times}10^{5}\;Da,\;7.8{\times}10^{5},\;and\;7.5{\times}10^{5}\;Da,\;respectively$. IR spectrum of SaCs revealed chemical shift of amide II band ($1,553cm^{-1}$) of chitosan grafted by safrole caused by generation of covalent bond between primary amino of chitosan and double bond of safrole. Due to graft reaction of safrole onto chitosan, vinyl bands ($1,611\;and\;1,442cm^{-1}$) of safrole disappeared. In graft reaction of eugenol onto chitosan, shift of amide II band ($1,553cm^{-1}$) and disappearance of vinyl band were observed. On $^{1}H-NMR$ spectrum of EuCs, $H_{2}C=CH-$ peak in eugenol (monomer) disappeared, whereas $-H_{2}C-CH_{2}-$ peak appeared. Above results indicate safrole and eugenol were successfully grafted onto chitosan.

Validation and Content Analysis of Putrescine in the Venom of Honeybee (Apis mellifera L.) (서양종꿀벌 일벌독에 함유된 putrescine 밸리데이션 및 함량 분석)

  • Choi, Hong Min;Kim, Hyo Young;Kim, Se Gun;Han, Sang Mi
    • Korean journal of applied entomology
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    • v.60 no.3
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    • pp.263-268
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    • 2021
  • The venom of honeybees (Apis mellifera L.) is used to treat many diseases because of its anti-inflammatory and analgesic effects. Bee venom consists of several biologically active molecules and exhibits remarkable anti-cancer effects. However, biological amines, which exhibit diverse functionality such as anti-inflammatory and antibacterial effects, have not been previously reported in bee venom. In this study, we determined the content of putrescine in bee venom by using ultra-performance liquid chromatography. The specificity, accuracy, and precision of the assay were assessed, and the assay validated. The linearity of the putrescine assay was r ≥ 0.99, indicating a moderate level of putrescine in the bee venom. The limit of detection and limit of quantification were both 0.9 ㎍/mL, while the rate of recovery was 96.4%-99.9%. The relative standard deviation (RSD) of the intra-day precision and inter-day precision of the putrescine assay were 0.16% - 0.23% and 0.09% - 0.36%, respectively, with the RSD ≤ 5% indicating excellent precision. Thus, the linearity, limit of detection, limit of quantification, and recovery rate of the putrescine assay were satisfactory. The analysis of the bee venom showed that the putrescine content was 3.1 ± 0.09 mg/g. This study provides fundamental data on putrescine content in bee venom, which will prove useful in further studies of its bioactivity.