• Title/Summary/Keyword: N,N'-dicyclohexylcarbodiimide

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Study on the Synthesis of N,N'-Dicyclohexylcarbodiimide from N,N'-Dicyclohexylurea (디사이클로헥실우레아로부터 디사이클로헥실카르보디이미드의 합성에 관한 연구)

  • Kim, Jae Young;Chung, Dae-Won
    • Applied Chemistry for Engineering
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    • v.22 no.3
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    • pp.319-322
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    • 2011
  • N,N'-Dicyclohexylcarbodiimide (DCC) known as powerful dehydrating reagent in amide or ester synthesis is converted into N,N'-dicyclohexylurea (DCU) during the reaction. In the paper, DCU was recovered from the reaction for the synthesis of the hydrophilic derivative of ${\beta}$-sitosterol, and the purification of the recovered DCU and the dehydration of DCU into DCC were investigated. In the presence of tosyl chloride, (TsCl) and triethylamine (TEA), DCU was converted into DCC, and the optimum molar ratio of [DCU] : [TsCl] : [TEA] was found to be 1.0 : 1.5 : 3.0. Pure DCC was obtained with a 46% yield by the sublimation after the purification process, and characterized by GC/MS, FT-IR and $^{13}C-NMR$.

A Study on the Synthesis of Amphiphilic Styrene Copolymers having Functional Groups on the Side Chain (곁사슬에 기능성기를 갖는 양친매성 스티렌 공중합체의 합성에 관한 연구)

  • Lee, Jung-Bock;Kim, Chang-Bae
    • Applied Chemistry for Engineering
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    • v.5 no.5
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    • pp.801-807
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    • 1994
  • Lactose substituted styrene monomer, N-(p-vinylbenzyl)-D-lactonamide(VLA) was prepared by coupling the lactose lactone with p-vinylbenzylamine. The carboxyl group of biotin was activated with N-hydroxysuccinimide in the presence of N, N'-dicyclohexylcarbodiimide. Subsquently, biotin substituted styrene monomer, N-(p-vinylbenzyl)-biotinamide(VBA) was prepared by amidation of the activated biotin with p-vinylbenzylamine. Poly(vinylbenzylactonamide-co-vinylbenzylbiotinamide), p(VLA-co-VBA) were synthesized through radical polymerization from the synthetic monomers(VLA-VBA) by using various mole ratio. The percentages of yield were 67~71%. The copolymers were found amphlphilic which had hydrophilic lactose, hydrophobic vinylbenzyl and biotin site within the structure. IR and $^{13}C-NMR$ analysis on the monomers and copolymer were carried out.

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Synthesis of New Benzimidazo [2,1-b][1,3,5]benzothiadiazepine Derivatives (새로운 Benzimidazo[2,1-b][1,3,5]benzothiadiazepine 유도체들의 합성)

  • Jin, Byeong U;Jo, Seong Hui
    • Journal of the Korean Chemical Society
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    • v.38 no.5
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    • pp.382-390
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    • 1994
  • New 6-imino-5H-benzimidazo[2,1-b][1,3,5]benzothiadiazepine derivatives (8) were successfully synthesized in good yields from the N-[2-(benzimidazol-2-yl thio)phenyl]thiourea derivatives (6) in the presence of dicyclohexylcarbodiimide(DCC) and from N-[2-(benzimidazol-2-yl thio)phenyl]-S-methylisothiourea derivatives (7) with potassium carbonate.

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Synethesis of bradykinin analogues by new reaction vessel (새로운 반응기구에 의한 bradykinin 유사물의 합성)

  • Choi, Cheong
    • Applied Biological Chemistry
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    • v.34 no.4
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    • pp.334-338
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    • 1991
  • Synthesis of $(D-Phe^7\;-Leu^8)$ bradykinin and bradykinin by solid phase method using a new reaction vessel was carried out. Coupling was performed by dicyclohexylcarbodiimide. After cleavage with dried HBr the peptides were purified by high pressure liquied chromatography. Their purify was assayed by paper and thin layer chromatography, melting point and amino acid analysis. $(D-Phe^7\;-Leu^8)$ bradykinin and bradykinin were incubater in vitro endopeptidase $({\alpha}-chymotrysis)$ and exopeptidase(carboxypeptidase A, leucine aminopeptidase) in order to study the degradation pattern of peptides. $(D-Phe^7\;-Leu^8)$ bradykinin and bradykinin were rapidly degradated by ${\alpha}-chymotrypsin$ and carboxypeptidase A $(D-Phe^7\;-Leu^8)$ bradykinin and bradykinin coution$(D-Phe^7\;-Leu^8)$ bradykinin and bradykinin contain imino peptide bound from proline at N-terminal and therefore they were not attacted by leucine aminopeptidase.

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Synthesis of Potential Antiinfammatory Benzisothiazoline Derivatives (잠재성 항염효과가 있는 벤즈이소티아졸린 유도체의 합성)

  • 박명숙;윤명선;김미경;권순경
    • YAKHAK HOEJI
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    • v.45 no.6
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    • pp.570-574
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    • 2001
  • In order to discover new useful NSAIDs, novel N-substituted 1,2-benzisothiazoline-3-one 1,1- dioxide derivatives, which can exhibit potentially antiinflammatory activity were synthesized. 1,2-Benz-isothiazoline-3-one-N-acetic acids 6a, b were obtained from monochloroacetic acid and sodium 1,2-benz-isothiazoline-3-ones in DMF by N-alkylation reaction. N-Substituted 1,2-benzisothiazoline-3-one 1,1-dioxide derivatives 7a-e were synthesized through the coupling of compound 6a, b and several amines (aniline, 2- aminopyridine , 2-aminothiazole, 2-aminotetrazole) with dicyclohexylcarbodiimide in methyl e no chloride.

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Synthesis of Water-Soluble Methoxyethoxy-Aminoarlyoxy Cosubstituted Polyphosphazenes as Carrier Molecules for Bioactive Agents

  • Gwon, Seok Gi
    • Bulletin of the Korean Chemical Society
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    • v.21 no.10
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    • pp.1039-1040
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    • 2000
  • The water-soluble poly(methoxyethoxy-aminoarlyoxy phosphazene) has been synthesized and investigated as a polymeric carrier molecule for the covalent attachment of bioactive agents. The synthetic procedures were developed first through the use of cyclic trimeric model systems. These model systems were utilized for the synthesis of polymeric analogues containing bioactive side groups. The sodium salts of 2-methoxyethanol and 4-acetamidophenol were allowed to react with $(NPCl_2)_3$ or $(NPCl_2)n$ or to yield derivatives of type $[NP-(OCl_2CH_2CH_2OCH_3){\chi}(OArNHCOCH_3)y]_3or$ n. The 4-acetamido groups were then hydrolyzed to 4-amino-phenoxy units with potassium tert-butoxide. Coupling reactions between amino group and N-acetylglycine was accomplished with the use of dicyclohexylcarbodiimide. Their properties and structural characterization are discussed.

Synthesis of Water-Soluble Aminoaryloxy-Methylamino Cosubstituted Polyphosphazenes as Carrier Species for Biologically Active Agents

  • Gwon, Seok Gi
    • Bulletin of the Korean Chemical Society
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    • v.22 no.11
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    • pp.1243-1247
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    • 2001
  • The water-soluble poly(aminoaryloxy-methylamino phosphazene) has been synthesized and investigated as a polymeric carrier species for the covalent attachment of biologically active agents. The cyclic trimeric model systems were utilized for the synthesis of polymeric analogues containing bioactive side groups. The sodium salt of 4-acetamidophenol was first allowed to react with (NPCl2)3 or (NPCl2)n and was then treated with excess methylamine to yield derivatives of type [NP(NHCH3)x(OArNHCOCH3)y]3 or [NP(NHCH3)x(OArNHCOCH3)y]n. The 4-acetamido groups were then hydrolyzed to 4-aminophenoxy units with potassium tert-butoxide. Coupling reactions between amino group and N-acetylglycine was accomplished with the use of dicyclohexylcarbodiimide. Their properties and structural characterization are discussed.

Antibiotics Effect of Synthetic Polyacrylic Acid Containing Sulfamethazine (Sulfamethazine에 의한 폴리아크릴산의 항균 효과)

  • Yoon, Cheol-Hun
    • Journal of the Korean Applied Science and Technology
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    • v.18 no.3
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    • pp.180-185
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    • 2001
  • Antibiotics polymer prepared by chemical bonding and simple blending of antibacterial into polymers have attracted much interest because of their long-lasting and antibacterial activity. Antibiotics polymer can significantly reduce losses associated with dissolution, photolytic decomposition and volatillization. Further more, increased efficiency safety and selectivity are additional benefits which may be realized. In this study, Antibiotics polymer was synthesized by chemical reaction of polyacrylic acid with sulfamethazine by N,N'-dicyclohexylcarbodiimide(DCC) method. Antibacterial susceptibility was determined against Streptococcus pyrogenes[gram(+)] and Esherichia coli.[gram(-)] using a standardized disc test. As a result, the synthetic antibiotics polymer exhibited the broad susceptibilty against Streptococcus pyrogenes and Esherichia coli. Especially, the antibiotic effect of antibacterial polymer against Gram negative(Esherichia coli) was much stronger than that against Gram positive(Streptococcus pyrogenes).

Characteristics of ATPases Present in Everted Membrane Vesicles of Helicobacter pylori

  • Yun, Soon-Kyu;Hwang, Se-Young
    • Journal of Microbiology and Biotechnology
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    • v.7 no.3
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    • pp.167-173
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    • 1997
  • Everted membrane vesicles of Helicobacter pylori were prepared and the membrane-resided ATPases were characterized. For comparison, Escherichia coli membrane ATPases and hog gastric mucosal H,K-ATPase were employed. ATPase assay revealed that the composite enzyme pool was relatively low in specific activities, below 1/10 times than that found in E. coli. According to their inhibitory specificities, most of the ATPase pool appeared to belong to the P-type ATPase, sensitive to vanadate but not to azide. The enzyme pool was extraordinarily resistant against treatment by N,N'-dicyclohexylcarbodiimide (DCCD). Certain monovalent cations, e.g., $K^+$ or $NH_4^{+}$ stimulated the whole enzyme pool only in the presence of $Mg^{2+}$. On the contrary, $Ni^{2+}$ and $Zn^{2+}$ increased enzyme activity rather effectively without the aid of $Mg^{2+}$. Under a defined condition employed, H. pylori cells could retain the membrane ATPase pool to the extent of $17{\%}$ at pH 3.2. Moreover, its activity was most stable in acidic conditions (pH 5.4-6.4). However, cytoplasmic or peripheral ATPase pools were hardly detected under acidity (below pH 4.6).

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