• Title/Summary/Keyword: Aromatic carboxylic acid

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Regulation of 3-Deoxy-D-arabinoheptulosonate-7-phosphate (DAHP) Synthase of Bacillus sp. B-6 Producing Phenazine-1-carboxylic acid

  • Kim, Kyoung-Ja
    • BMB Reports
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    • v.34 no.4
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    • pp.299-304
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    • 2001
  • The 3-Deoxy-D-arabinoheptulosonate 7-phosphate (DAHP) synthase is the first enzyme of aromatic amino acid-, folic acid-, and phenazine-1-carboxylic acid biosynthetic pathways. DAHP synthase of Bacillus sp. B-6 that produces phenazine-1-carboxylic acid was feedback inhibited by two intermediary metabolites of aromatic amino acid biosynthetic pathways, prephenate and chorismate, but not by other metabolites, such as anthranilic acid, shikimic acid, p-aminobenzoic acid, and 3-hydroxyanthranilic acid. DAHP synthase of Bacillus sp. B-6 was not inhibited by end products, such as aromatic amino acids, folic acid, and phenazine-1-carboxylic acid. The inhibition of DAHP synthase by prephenate and chorismate was non-competitive with respect to erythrose 4-phosphate and phosphoenolpyruvate. Prephenate and chorismate inhibited 50% of the DAHP synthase activity at concentrations of $2{\times}10^{-5}\;M$ and $1.2{\times}10^{-4}\;M$, respectively The synthesis of DAHP synthase of Bacillus sp. B-6 was not repressed by exogenous aromatic amino acids, folic acid, and phenazine 1-carboxylic acid, single or in combinations.

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Studies on the Electrical Properties and Pattern Fabrication of Conjugated Self-Assembled Monolayer by Deep UV Light (원자외선에 의한 공액구조 자기조립 단분자막의 패턴 제작 및 전기적 특성)

  • Oh Se Young;Choi Hyung Seok;Kim Hee Jeong;Park Je Kyun
    • Polymer(Korea)
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    • v.29 no.4
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    • pp.331-337
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    • 2005
  • In general, alkanethiolates having carboxylic acid in the tail group have been used as biorecepton. In this study, we have immobilized a cytochrome c protein using conjugated aromaticthiolates in order to improve the electrical property and physical stability of alkanethilolates. The pattern formation of self-assembled aromaticthiolate monolayers was as follow. Aromatic thiolates bound on the gold surface by the adsorption of 4'-mercapto-biphenyl-4-carboxylic acid and 4-mercapto-[1,1';4',1']terphenyl-4'-carboxylic acid were oxidized by the irradiation of deep UV light through a negative mask. The negative type pattern of the self-assembled monolayer (SAM) was obtained by developing with a deionized water. The pattern formation and electrical conductivity of aromaticthiolate SAMs was investigated by the measurements of STM and AFM. In addition, cytochrome c or ferrocene amide was immobilized onto the patterned substrate. We also studied on the effect of conjugated aromatic thiolates on the electrical activity of cytochrome c or ferrocene amide by cyclic voltammetry.

One-pot, Three-component Synthesis of Fully Substituted 1,3,4-Oxadiazole Derivatives from (N-Isocyanoimino)triphenylphosphorane, Aromatic Carboxylic acids and (1R)-(-)-Campherchinon

  • Ramazani, Ali;Nasrabadi, Fatemeh Zeinali;Abdian, Behnaz;Rouhani, Morteza
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.453-458
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    • 2012
  • Reactions of (N-isocyanimino)triphenylphosphorane with (1R)-(-)-campherchinon in the presence of aromatic carboxylic acids proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions and no side reactions were observed.

Synthesis and Screening of Some Novel 2-[5-(Substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles as Potential Antimicrobial Agents

  • Gadegoni, Hemalatha;Manda, Sarangapani;Rangu, Shivaprasad
    • Journal of the Korean Chemical Society
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    • v.57 no.2
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    • pp.221-226
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    • 2013
  • A series of some novel 2-[5-(substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles were synthesized by using benzoxazole-2-carboxylic acid on reaction with thionyl chloride in presence of ethanol solvent at room temperature gave benzoxazole-2-carbonyl chloride, which is turned into benzoxazole-2-carboxylic acid hydrazide on reaction with hydrazine hydrate in ethanol solvent under reflux. The subsequent treatment of benzoxazole-2-carboxylic acid hydrazide with an appropriate aromatic carboxylic acid in presence of polyphosparic acid under reflux afforded the title compounds. The chemical structures of the newly synthesized compounds were elucidated by their IR, $^1H$ NMR and Mass spectral data analysis. Further the compounds are used to find out their ability towards anti microbial and nematicidal activity.

Morphology of Metal Salt of Carboxylic Acid: Metal and Acid Dependency on Branched Round Cluster Images

  • Min Su Kang;Kwang-Jin Hwang
    • Journal of the Korean Chemical Society
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    • v.67 no.4
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    • pp.222-225
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    • 2023
  • Metallic salts of C10-18 aliphatic carboxylic acids were prepared and their scanning electron microscopic images were analyzed for the morphology dependency with the metal and the carboxylic acid. Regardless of metal ion, metal salts of dicarboxylic acids showed a high crystallinity with a fiber image (SuA-Na). The aromatic dicarboxylates also represented a morphology of a rectangular-rod or board shapes (IA-Li, IA-Ba). With Na ion, most aliphatic carboxylate (MA, PA, SA) showed a fiber-like crystallinity. However, other monovalent Li, K and multivalent Mg, especially Al ion resulted a glassy-amorphous in the metallic salts of acids (MA, PA, SA). With divalent Ba and Ca ions, the metal salt of aliphatic acids expressed a branched round cluster shape as in SA-Ca, SA-Ba. Both Li and Mg ions with a similar size showed a strong morphological similarity in the metallic salts of aliphatic acids MA, PA, SA. In the case of Na and Ca ions with a similar size (98, 106 pm), both ionic salts of stearic acid gave a branching effect for a fiber or round granular image. In the case of hydroxyl-aliphatic acids (HLA, HPA, HSA), the fiber images in HLA-Na and HSA-Na was appeared about 100 nm thicker than those of nonhydroxycarboxylates (LA-Na, SA-Na). The metallic salts of unsaturated C-18 carboxylic acids (OlA, LeA and LnA) showed an amorphous glassy image due to a kinked carbon chain.

Characterization of Residual Lignins from Chemical Pulps of Spruce (Picea abies) and Beech (Fagus sylvatica) by KMnO4 Oxidation

  • Choi, J.-W.;Faix, O.
    • Journal of the Korean Wood Science and Technology
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    • v.31 no.6
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    • pp.31-39
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    • 2003
  • The enzymatic isolation of residual lignins obtained from spruce and beech pulps (obtained by sulfite, kraft, ASAM and soda/AQ/MeOH pulping processes) and their characterization was described in previous publications. Here, the residual lignins have been submitted to potassium permanganate oxidation (KMnO4 degradation), and 9 aromatic carboxylic acids (3 of them are dimeric) were identified after methylation with diazomethane by GC/MS. The analytical challenge during qantification by the internal standard methods was the partly high protein content of the samples, which resulted in elevated anisic acid yields in the degradation mixture of sulfite residual lignins. The results are compared with the KMnO4 degradation of the corresponding MWLs and discussed in terms of S/G ratios and degrees of condensation. The latter was calculated as a quotient between the aromatic carboxylic acids derived from condensed and non-condensed lignin structures. Typical degradation patterns for the various processes have been observed. Among other parameter, the relative compositions between iso-hemipinic acid (which is for condensation in pos. 5 of the aromatic ring) and meta-hemipinic acid and 3,4,5-trimethoxyphthalic acid (both are for condensation in pos. 6 of the aromatic ring) was found to be process specific. Kraft and soda/AQ/MeOH residual lignins yielded higher amounts of iso-hemipinic acid. In contrast, the relative yields of meta-hemipinic acid and 3,4,5-trimethoxyphthalic acid (the latter in beech lignins) are higher in sulfite and particularly in ASAM residual lignin. In case of beech residual lignins the amount of acids originated from non-condensed syringyl type lignin units was surprisingly high. The condensation degree of residual lignins was shown to be generally higher than that of MWLs. This was especially true for the G units. ASAM residual lignin exhibited very high S/G ratios and degrees of polymerization. Causality between condensation degree and total yield of degradation products was demonstrated.

A Facile Reduction of Acid Anhydrides with Borane in the Presence of Lithium Chloride in Tetrahydrofuran

  • Yoon, Nung-Min;Lee, Whee-Seong
    • Bulletin of the Korean Chemical Society
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    • v.7 no.4
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    • pp.296-298
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    • 1986
  • Carboxylic acid anhydrides are rapidly reduced with borane-lithium chloride (1:0.1) system to give corresponding alcohols (diols in the case of cyclic anhydride) quantitatively in tetrahydrofuran at room temperature. This reagent tolerates aromatic acid ester, nitro, and halide functional groups, however competitively reduces aliphatic ester and nitrile groups.

Chemical Modification of Carbon Nanotubes and Preparation of Polystyrene/Carbon Nanotubes Composites

  • Ham, Hyeong-Taek;Koo, Chong-Min;Kim, Sang-Ouk;Park, Yeong-Suk;Chung, In-Jae
    • Macromolecular Research
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    • v.12 no.4
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    • pp.384-390
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    • 2004
  • Single-walled carbon nanotubes (SWNTs) have been chemically modified through the formation of carboxylic acid functionalities or by grafting octadecylamine and polystyrene onto them. We purified SWNTs with nitric acid to remove some remaining catalysts and amorphous carbon materials. After purification, we broke the carbon nanotubes and shortened their lengths by using a 3:1 mixture of concentrated sulfuric acid and nitric acid. During these purification and cutting processes, carboxylic acid units formed at the open ends of the SWNTs. Octa-decylamine and amino-terminated polystyrene were grafted onto the cut SWNTs by condensation reactions between the amine and carboxylic acid units. The cut SWNTs did not disperse in organic solvents, but the octadecylamine-grafted and polystyrene-grafted SWNTs dispersed well in dichloromethane and aromatic solvents (e.g., benzene, toluene). Composites were prepared by mixing polystyrene with the octadecylamine-grafted or polystyrene-grafted SWNTs. Each composite had a higher dynamic storage modulus than that of a pristine polystyrene. The composites exhibited enhanced storage moduli, complex viscosities, and unusual non-terminal behavior when compared with a monodisperse polystyrene matrix because of the good dispersion of carbon nanotubes in the polystyrene matrix.

Conformation of Retinoic Acid and Structure-Activity Relationships -Retinobenzoic Acid- (레티노익 산의 형태와 구조-활성 관계 -레티노벤조익 산-)

  • Rhee, Jong-Dal;Rhee, In-Ja
    • YAKHAK HOEJI
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    • v.38 no.3
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    • pp.230-237
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    • 1994
  • The structure-activity relationships of (E)-chalcone-4-carboxylic acids, flavone-4'-carboxylic acids, two types of aromatic amides, terephthalic monoanilides, and (arylcarboxamido)benzoic acids, which were made by Shudo group, are discussed by conformation analysis(AM1) of retinoic acid and those compounds. Conformer of each compound is superimposed on the conformationally restricted compound, 4-(6,7,8,9-tetrahydro-6,6,9,9-tetramethyl-4H-4-oxonaphto[ 2,3-b]pyran-2-yl) benzoic acid(Fv80), possessing the strongest differentiation-inducing activity on human promyelocytic leukemia cells HL-60. The results indicated that the lengths between the carboxylic carbon and the two 6, 9 carbons binding to dimethyl, 1.20 nm and 1.09 nm, as well as the planarity of molecule are very important factors for the activity, especially 1.20 nm. In the case of the recently synthesized azulenic retinoic acids by Sato, et al. in 1993, the distance probably is also important, resulted from superimposing them on a Ch55 conformer and Fv80. The distance 1.0 nm is also important in Ch55. Several conformers of all-trans retinoic acid (RA) are well superimposed on the almost non-flexible Fv80, RA, 9-cis RA, and, specifically s-10,12 cis RA. And a simple hexangular model of RA is suggested to draw RA conformers easily without computer drawing model or molecular model.

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Effective Amidation of Carboxylic Acids Using (4,5-Dichloro-6-oxo-6H-pyridazin-1-yl)phosphoric Acid Diethyl Ester

  • Kang, Seung-Beom;Yim, Heung-Seop;Won, Ju-Eun;Kim, Min-Jung;Kim, Jeum-Jong;Kim, Ho-Kyun;Lee, Sang-Gyeong;Yoon, Yong-Jin
    • Bulletin of the Korean Chemical Society
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    • v.29 no.5
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    • pp.1025-1032
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    • 2008
  • (4,5-Dichloro-6-oxo-6H-pyridazin-1-yl)phosphoric acid diethyl ester (3a) are efficient and selective coupling agents for the amidation of carboxylic acids. Amidation of aliphatic and aromatic carboxylic acids with aliphatic and aromatic amines using 3a under mild condition gave chemoselectively the corresponding amides in good to excellent yield. Three protected-dipeptides were also synthesized from N-BOC-Phe and O-Me-amino acid hydrochlorides using 3a under mild condition.