• Title/Summary/Keyword: hydroxylamine reaction

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Chemical Modification of the Biodegradative Threonine Dehydratase from Serratia marcescens with Arginine and Lysine Modification Reagents

  • Choi, Byung-Bum;Kim, Soung-Soo
    • BMB Reports
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    • v.28 no.2
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    • pp.124-128
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    • 1995
  • Biodegradative threonine dehydratase purified from Serratia marcescens ATCC 25419 was inactivated by the arginine specific modification reagent, phenylglyoxal (PGO) and the lysine modification reagent, pyridoxal 5'-phosphate (PLP). The inactivation by PGO was protected by L-threonine and L-serine. The second order rate constant for the inactivation of the enzyme by PGO was calculated to be 136 $M^{-1}min^{-1}$. The reaction order with respect to PGO was 0.83. The inactivation of the enzyme by PGO was reversed upon addition of excess hydroxylamine. The inactivation of the enzyme by PLP was protected by L-threonine, L-serine, and a-aminobutyrate. The second order rate constant for the inactivation of the enzyme by PLP was 157 $M^{-1}min^{-1}$ and the order of reaction with respect to PLP was 1.0. The inactivation of the enzyme by PLP was reversed upon addition of excess acetic anhydride. Other chemical modification reagents such as N-ethylmaleimide, 5,5'-dithiobis (2-nitrobenzoate), iodoacetamide, sodium azide, phenylmethyl sulfonylfluoride and diethylpyrocarbonate had no effect on the enzyme activity. These results suggest that essential arginine and lysine residues may be located at or near the active site.

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Treatment of Photographic Wastewater by Chemical Oxidation and Biological Treatment process (화학적산화 및 생물학적처리법에 의한 사진폐액의 처리)

  • 정경훈;최형일
    • Journal of Environmental Health Sciences
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    • v.23 no.1
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    • pp.34-42
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    • 1997
  • A laboratory experiments were performed to investigate the treatment of photographic processing wastewater by chemical oxidation and biological treatment system. The effect of reaction conditions such as hydrogen peroxide dosage, ferrous sulfate dosage and pH on the COD removal in Fenton oxidation were investigated. The optimal dosage of hydrogen peroxide was 2.58 M and 3.87 M for the developing and fixing process wastewater, respectively. The Fenton oxidation was most efficient in the pH range of 3-5 and the optimal condition for initial reaction pH was 5 for a developing process wastewater. With iron powder catalyst, the COD for a developing process wastewater was removed in lower pH than with ferrous sulfate catalyst. The removal efficiency of COD for refractory compounds such as Diethyleneglycol, Benzylalcohol, Hydroxylamine Sulfate, Ammonium Thiosulfate, Ammonium Ferric EDTA and Disodium EDTA in the photogaphic wastewater was found than 90% except Potassium Carbonate. When the photographic processing wastewater after pretreatment by Fenton oxidation was treated with batch activated sludge process, the addition of $KH_2PO_4$ as a phosphorous compound improved the removal efficiency of COD. During the continuous biological treatment of developing and fixing process wastewater after pretreatment by Fenton oxidation, the effluent COD concentration less than 100 mg/l was obtained at 0.425 and 0.25 kgCOD/m$^3$.d, respectively.

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Synthesis and Antimicrobial Activity of Some New 1-Alkyl-2-alkylthio-1,2,4-triazolobenzimidazole Derivatives

  • Mohamed, Bahaa Gamal;Hussein, Mostafa Ahmed;Abdel-Alim, Abdel-Alim Mohamed;Hashem, Mohammed
    • Archives of Pharmacal Research
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    • v.29 no.1
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    • pp.26-33
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    • 2006
  • Some new derivatives of 1,2,4-triazolo[2,3-a]benzimidazoles were synthesized through the reaction of 1,2-diaminobenzimidazole with carbon disulfide. The resulting 1,2,4-triazolo-[2,3a]benzimidazole-2-thione intermediate was reacted with one equivalent of alkyl halides to give the corresponding 2-alkylthio derivatives, which were further alkylated through the reaction with another one equivalent of different alkyl halides to afford the target compounds; 1-alkyl-2alkylthio-1,2,4-traizolo[2,3-a]benzimidazoles. On the other hand, the 1,2-disubstituted derivatives with two identical alkyl substituents were prepared by the reaction of 1,2,4-triazolo[2,3-a]benzimidazole-2-thione with two equivalents of the alkyl halides. The structures of the new compounds were assigned by spectral and elemental methods of analyses. The synthesized compounds were tested for their antibacterial and antifungal activities. Most of the tested compounds proved comparable results with those of ampicillin and fluconazole reference drugs. The study indicated that, the antibacterial as well as the antifungal activities of the test compounds were improved with increase in the bulkiness of the introduced alkyl groups. Also, some active antibacterial compounds were tested for their antimycobacterial activity. All the test compounds showed equipotent antitubercular activity as that of INH as a reference drug.

Reaction of Diisobutylaluminum Hydride-Dimethyl Sulfide Complex with Selected Organic Compounds Containing Representative Functional Groups. Comparison of the Reducing Characteristics of Diisobutylaluminum Hydride and Its Dimethyl Sulfide Complex

  • Cha, Jin-Soon;Jeong, Min-Kyu;Kwon, Oh-Oun;Lee, Keung-Dong;Lee, Hyung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.15 no.10
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    • pp.873-881
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    • 1994
  • The approximate rate and stoichiometry of the reaction of excess diisobutylaluminum hydride-dimethyl sulfide complex($DIBAH-SMe_2$) with organic compounds containing representative functional group under standardized conditions (toluene, $0{\circ}C$) were examined in order to define the reducing characterstics of the reagent and to compare the reducing power with DIBAH itself. In general, the reducing action of the complex is similar to that of DIBAH. However, the reducing power of the complex is weaker than that of DIBAH. All of the active hydrogen compounds including alcohols, amines, and thiols evolve hydrogen slowly. Aldehydes and ketones are reduced readily and quantitatively to give the corresponding alcohols. However, $DIBAH-SMe_2$ reduces carboxylic acids at a faster rate than DIBAH alone to the corresponding alcohols with a partial evolution of hydrogen. Similarly, acid chlorides, esters, and epoxides are readily reduced to the corresponding alcohols, but the reduction rate is much slower than that of DIBAH alone. Both primary aliphatic and aromatic amides examined evolve 1 equiv of hydrogen rapidly and are reduced slowly to the amines. Tertiary amides readily utilize 2 equiv of hydride for reduction. Nitriles consume 1 equiv of hydride rapidly but further hydride uptake is quite slow. Nitro compounds, azobenzene, and azoxybenzene are reduced moderately. Cyclohexanone oxime liberates ca. 0.8 equiv of hydrogen rapidly and is reduced to the N-hydroxylamine stage. Phenyl isocyanate is rapidly reduced to the imine stage, but further hydride uptake is quite sluggish. Pyridine reacts at a moderate rate with an uptake of one hydride in 48 h, while pyridine N-oxide reacts rapidly with consumption of 2 equiv of hydride for reduction in 6h. Similarly, disulfides and sulfoxide are readily reduced, whereas sulfide, sulfone, and sulfonic acid are inert to this reagent under these reaction conditions.

Highly Sensitive Colorimetric Formaldehyde Gas Sensors using Nylon Sheet and Dye (나일론 시트와 염료를 이용한 고감도 색변환 포름알데히드 가스 센서)

  • Jung, Suenghwa;Cho, Yeong Beom;Kim, Yong Shin
    • Journal of Sensor Science and Technology
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    • v.26 no.6
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    • pp.420-426
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    • 2017
  • A colorimetric sensor was investigated to achieve a low-cost warning device for harmful gaseous formaldehyde (HCHO). The sensor is based on selective reactions between hydroxylamine sulfate and HCHO, leading to the production of sulfuric acid. The produced acid results in color-changing response through the acid-base reaction with dye molecules impregnated on a solid membrane substrate. For attaining this purpose, sensors were fabricated by drop-casting a dye solution prepared using different pH indicators on various commercially available polymer sheets, and their colorimetric responses were evaluated in terms of sensitivity and reliability. The colorimetric sensor using bromophenol blue (BPB) and nylon sheet was found to exhibit the best performance in HCHO detection. An initial bluish green of a sensor was changed to yellow when exposed to gaseous formaldehyde. The color change was recorded using an office scanner and further analyzed in term of RGB distance for quantifying sensor's response at different HCHO(g) concentrations. It exhibited a recognizable colorimetric response even at 50 ppb, being lower than WHO's standard of 80 ppb. In addition, the sensor was found to have quite good selectivity in HCHO detection under the presence of common volatile organic compounds such as ethanol, toluene, and hexane.

Determination of Fat Content in Milk by Modified Hydroxamate Method (히드록삼산(酸) 변법(變法)에 의한 우유지방정량(牛乳脂肪定量))

  • Park, Kwan-Hwa;Oh, Tae-Kwang;Noh, Bong-Soo
    • Korean Journal of Food Science and Technology
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    • v.13 no.2
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    • pp.142-145
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    • 1981
  • A modified hydroxamate method was developed for determination of fat content in milk. Fat globules in milk were destroyed by adding ethanol and diethyl ether, and a homogeneous reaction system was obtained. The homogenate was reacted with hydroxylamine, milk fat formed ferric hydroxamate chelates which had red-purple color, and the ferric hydroxamate chelates was analyzed colorimetrically. This method was simpler than original hydroxamate method and comparable with the Babcock method in accuracy.

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Synthesis and Importance of Bulky Aromatic Cap of Novel SAHA Analogs for HDAC Inhibition and Anticancer Activity

  • Chun, Pu-Soon;Kim, Won-Hee;Kim, Jung-Su;Kang, Jin-Ah;Lee, Hye-Jin;Park, Ji-Young;Ahn, Mee-Young;Kim, Hyung-Sik;Moon, Hyung-Ryong
    • Bulletin of the Korean Chemical Society
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    • v.32 no.6
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    • pp.1891-1896
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    • 2011
  • On the basis of potent HDAC-inhibitory activity and anticancer activity of SAHA, novel SAHA derivatives 3a-d and 7 with a bulky cap such as p-dimethylaminophenyl, 4-phenylaminophenyl, 4-phenyloxyphenyl, 9H-fluorenyl or naphthalenyl ring were synthesized starting from the corresponding aryl amines or naphthalenyl acetic acid using an EDC-mediated amide coupling reaction in the presence of HOBt followed by a nucleophilic addition-elimination reaction with hydroxylamine. Compounds 3b, 3c and 3d showed more potent inhibitory activity on total HDACs (14~27-fold), HDAC1 (8~15-fold), HDAC2 (1.3~25-fold) and HDAC7 (1~3-fold) and more potent anticancer activity (2~22-fold) against MCF-7, MDA-MB-231, MCF-7/Dox, MCF-7/Tam, SK-OV-3, LNCaP and PC3 human cancer cell lines than SAHA.

Eco-Friendly Production Process of N-Hydroxysuccinimide from Succinic Anhydride (Succinic Anhydride로부터 N-Hydroxysuccinimide의 친환경 생산공정 개발)

  • Goo, Bon Suk;Baek, Jeong yeon;Park, Hwa In;Jung, In Chan;Kim, Woo-Sun
    • Clean Technology
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    • v.26 no.2
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    • pp.91-95
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    • 2020
  • A new eco-friendly synthetic method for N-hydroxysuccinimide (NHS), widely used in the pharmaceutical and fine chemical industries, is developed. Conventional synthesis method yields NHS of about 70% after its reaction with NH2OH to succinic acid. In this method, NHS can be obtained using low-cost succinic acid, but a great deal of solvents are required as an extraction method to purify NHS, while the work-up process is complicated, resulting in low yield. In addition, there is a safety risk due to the high reaction temperature for commercial production, and it is not economical due to the high cost of production from the generation of much waste because of an acid catalyst and the use of various solvents. In order to make up for this shortcoming, this study used succinic anhydride as a raw material under low temperature reaction and developed a new eco-friendly industrial synthesis method using isobutyl alcohol for a single solvent and non-catalytic reaction. The economic evaluation confirms that there is a cost reduction effect of about 20%. In the future, based on this result, studies may establish a commercial production technology through scale-up research and proceed with foreign technology transfer.

A Solid Phase Synthesis of Dihydro-1,4-dioxin and Dihydro-1,4-oxathiin Carboxanilides Using Polymer-bound Oxime Ester (고체상에 연결된 옥심 에스테르를 이용한 다이하이드로-1,4-다이옥신 및 다이하이드로-1,4-옥사티인 카르복스아닐라이드 유도체의 고체상 합성)

  • Hahn, Hoh-Gyu;Bae, Su-Yeal;Nam, Kee-Dal
    • The Korean Journal of Pesticide Science
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    • v.10 no.1
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    • pp.1-6
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    • 2006
  • A methodology for the syntheses of carboxanilides using solid support of 4-chloro-3-nitorbenzophenone oxime resin 5 was developed. Condensation of 4-chloro-3-nitorbenzophenone resin 6 with hydroxylamine hydrochloride salt gave oxime resin 5. The reaction of oxime resin 5 with dioxin and oxathiin derivatives 7a-d afforded the corresponding polymer-bound dioxin and oxathiin derivatives 9a-d. These polymer-bound resins 9a-d were treated respectively with aniline in the presence of acetic acid resulted in the corresponding dioxin carboxanilides 10a-d (yield, 5%-quantitative).

Purification and Characterization of a Maltopentaose-producing Amylase from Bacillus megaterium KSM B-404. (Bacillus megaterium KSM B-404으로부터 생산되는 Maltopentaose생성 Amylase의 정제 및 특성)

  • 박제원;김병주;이재우;김영배
    • Microbiology and Biotechnology Letters
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    • v.30 no.4
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    • pp.352-358
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    • 2002
  • An amylase that hydrolyzes starch into maltopentaose as a main product was found in the culture supernatant of a strain of Bacillus megaterium KSM B-404 isolated from local soil. The enzyme was purified 129-fold by ammonium sulfate precipitation, DEAE-Toyopearl and Superdex 75 HR 10/30 column using a FPLC system. The molecular weight of the amylase was determined as about 68 kDa by using SDS-PAGE. Optimum pH and temperature of amylase were found to be $50^{\circ}C$ and pH 6.0~7.0, respectively. The enzyme was stable up to $60^{\circ}C$ by addition of $Ca^{2+}$ and its pH stability was in the range of 6.0~10.0. The activity of enzyme was inhibited by $Cu^{2+}$ $Hg^{2+}$ , and $Fe^{3+}$ and maintained by $Ca^{2+}$ and $Mg^{2+}$ . EDTA and pCMB also showed inhibitory effect to the enzyme. TLC and HPLC analysis of the products of the enzyme reaction showed the presence of maltopentaose(52%), maltotriose (25%), maltose (11%), glucose, and maltotetraose in the starch hydrolysates.