• Title/Summary/Keyword: cleavage products

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Electrochemical Reduction of Triphenylphosphine Phenylimide (Triphenylphosphine Phenylimide의 전기화학적인 환원)

  • Pak Chong Min;Wilson M. Gulick, Jr.
    • Journal of the Korean Chemical Society
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    • v.18 no.5
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    • pp.341-353
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    • 1974
  • The electrochemical reduction of triphenylphosphine penylimide in nonaqueous media has been examined by polarography, cyclic voltammetry, controlled-potential coulometry and electron spin resonance spectroscopy. The reduction of triphenylphosphine phenylimide proceeds by a one-electron transfer to form anion radical which undergoes both protonation and a second one-electron reduction followed by cleavage of the phosphorus-nitrogen double bond. Aniline is a major product. The cleavage of a phosphorus-phenyl bond was also observed after reduction of triphenylphosphine oxide which is one of the major products of the chemical reaction which follow the primary process.

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Photochemical Cleavage of Dibenzoylmethane and Curcumin in the Presence of N,N-Dimethylaniline in Methanol

  • Kim, Sung-Sik;Mah, Yoon-Jung;Kim, Ae-Rhan;Cho, Kyung-Won
    • Journal of Photoscience
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    • v.11 no.3
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    • pp.129-132
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    • 2004
  • Photochemically stable dibenzoylmethane and curcumin were cleaved dramatically when they were irradiated in the presence of N,N-dimethylaniline in methanol with 300 nm UV light. Several products such as benzil, secondary product derived from 1,4-diphenyl-1,4-butanedione, and unidentified compound were observed from the photoreactions of dibenzoylmethane with N,N-dimethylaniline. It was also found that one of the primary fragments produced by irradiation of curcumin in methanol were coupled with N,N-dimethylaniline to give a new enone compound, i.e., 1-(4-dimethylaminophenyl)-4-(4-hydroxy-3-methoxyphenyl)-but-3-en-2-one, as the major product.

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Mechanism and Products During the Homolytic Addition of CCl$_4$ and Cl$_3$CBr to $\beta$-Halostyrenes

  • Kim Sung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.1 no.2
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    • pp.45-49
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    • 1980
  • During the homolytic reactions of $CCl_4$ or $Cl_3CBr with ${\beta}-halo^1$-styrenes,$\beta$-haloradicals are key intermediates. They are to be stabilized via three pathways; $\beta$-cleavage, halogen transfer and telomerization. The three reaction paths are delicately controlled by the energetics of their formation and stabilization. When the formation of a $\beta$-haloradical is accompanied by considerable excess of energy from an exothermic reaction, $\beta$ -cleavage is often dominant over the halogen transfer. On the other hand, if the radical forms via a reversible reaction, two processes become competitive. $\beta$-Eliminated bromine atoms from ${\beta}$ -bromoradicals generate $Br_2$ via $Cl_3CBr + {\cdot}Br {\leftrightarrow} Br_2 + {CCl_3}{\cdot}{Br_2}$ may act as a better scavenger than Cl3CBr for the ${\beta}$-bromoradicals. Different reactivities of chlorine, bromine and trichloromethyl radicals towards olefinic pi-bond are clarified in terms of the beat content of the addition reactions.

Theoretical Studies on the Acid-Catalyzed Hydrolysis of Sulfinamide

  • 김찬경;이익준
    • Bulletin of the Korean Chemical Society
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    • v.18 no.8
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    • pp.880-886
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    • 1997
  • Ab initio calculations were carried out on the gas phase acid-catalyzed hydrolysis reactions of sulfinamide using the 3-21G* basis sets. Single point calculations were also performed at the MP2/6-31G* level. The first step in the acid-catalyzed hydrolysis of N-methylmethanesulfinamide, Ⅰ, involves protonation. The most favorable form is the O-protonated one, Ⅱ, which is then transformed into a sulfurane intermediate, Ⅲ, by addition of a water molecule. The reaction proceeds further by an intramolecular proton transfer from O to N (TS2), which is followed by N-S bond cleavage (TS3) leading to the final products. The rate determining step is the N-S bond cleavage (TS3) at the RHF/3-21G* level, whereas it becomes indeterminable at the MP2/6-31G*//3-21G* level of theory. However, the substituent effect studies with N-protonated N-arylmethanesulfinamide, ⅩⅢ, at the MP2/6-31G*//3-21G* level support the N-S bond breaking step as rate limiting.

In Vitro Determination of Dengue Virus Type 2 NS2B-NS3 Protease Activity with Fluorescent Peptide Substrates

  • Khumthong, Rabuesak;Angsuthanasombat, Chanan;Panyim, Sakol;Katzenmeier, Gerd
    • BMB Reports
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    • v.35 no.2
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    • pp.206-212
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    • 2002
  • The NS2B-NS3(pro) polyprotein segment from the dengue virus serotype 2 strain 16681 was purified from overexpressing E. coli by metal chelate affinity chromatography and gel filtration. Enzymatic activity of the refolded NS2B-NS3(pro) protease complex was determined in vitro with dansyl-labeled peptide substrates, based upon native dengue virus type 2 cleavage sites. The 12mer substrate peptides and the cleavage products could be separated by reversed-phase HPLC, and were identified by UV and fluorescence detection. All of the peptide substrates (representing the DEN polyprotein junction sequences at the NS2A/NS2B, NS2B/NS3, NS3/NS4A and NS4B/NS5 sites) were cleaved by the recombinant protease NS2B-NS3(pro). No cleavage was observed with an enzymatically inactive S135A mutant of the NS3 protein, or with a modified substrate peptide of the NS3/NS4A polyprotein site that contained a K2093A substitution. Enzymatic activity was dependent on the salt concentration. A 50% decrease of activity was observed in the presence of 0.1M sodium chloride. Our results show that the NS3 protease activity of the refolded NS2B-NS3(pro) protein can be assayed in vitro with high specificity by using cleavage-junction derived peptide substrates.

Recent Discovery of Bioactive Natural Products from Taiwanese Marine Invertebrates

  • Shen, Ya-Ching
    • Journal of Marine Bioscience and Biotechnology
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    • v.1 no.4
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    • pp.225-231
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    • 2006
  • The secondary metabolites from Taiwanese marine soft corals and sponges have attracted much attention because they possess considerable potential biological activities. To explore the origin of bioactivity, many cytotoxic natural products were isolated and characterized in the past few years. For examples, The lipophilic extracts from marine sponges Petrosia elastica and Ircinia formosana were found active against several human tumor cells. The investigation of the gorgonian Junceela has also resulted in the discovery of a series of new juncenolides. Bioassay-directed fractionation of Clavularia viridis yielded seven new prostanoids. These compounds have been tested and evaluated as potential antitumor agents. The soft corals of the genus Cespitularia produced novel secondary metabolites with diverse chemical structures and interesting biological activities. Four new norditerpenoids, designated cespitulactones and cespihypotins were isolated from Cespitularia hypotentaculata. Cespitulactones are novel structures having a bond cleavage between C-10 and C-11. In addition, three novel diterpenes were isolated from C. taeniata and designated cespitulactams A, B and C having a phenylethyl amino side chain.

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Antioxidant Activity of (8E,13Z,20Z)-Strobilinin/(7E,13Z,20Z)-Felixinin from a Marine Sponge Psammocinia sp.

  • Jiang, Ya-Hong;Ryu, Seung-Hee;Ahn, Eun-Young;You, Song;Lee, Burm-Jong;Jung, Jee-H;Kim, Dong-Kyoo
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.272-276
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    • 2004
  • During the course of our screening for bioactive metabolites from marine sponges, EZZ, the inseparable 1:1 mixture of (8E,13Z,20Z)-strobilinin and (7E,13Z,20Z)-felixinin has been found to deliver significant cytotoxicity against some cancer cell lines. In this study, the antioxidant activity of EZZ was first time evaluated by a series of antioxidant assays. It was found that EZZ was weak in scavenging the stable free radical 1,1-diphenyl-2-picrylhyrazyl (DPPH), but it was comparable to ascorbic acid in scavenging ABTS and superoxide radicals. In addition, EZZ could protect DNA from hydroxyl radical-induced strand cleavage. The findings of the present study suggest that EZZ possess certain antioxidant activity, which might help to prevent occurrence of cancer by alleviating the oxidative stress in cells.

Expression of Sortase, a Transpeptidase for Cell Wall Sorting Reaction, from Staphylococcus aureus ATCC 6538p in Escherichia coli

  • LEE, KI-YOUNG;DONG-SUN SHIN;JUNG-MIN YOON;HEONJOONG KANG;KI-BONG OH
    • Journal of Microbiology and Biotechnology
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    • v.12 no.3
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    • pp.530-533
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    • 2002
  • This paper describes the development of an enzymatic assay system for the identification of specific inhibitors of sortase, a transpeptidase that cleaves surface proteins of Cram-positive bacteria, from Staphylococcus aureus ATCC 6538p for antibacterial drug discovery. The coding region of the enzyme was amplified with the exception of the N-terminal membrane anchor sequence, cloned into a vector providing His-Patch-thioredoxin-tag at the N-terminus, expressed in Escherichia coli, and purified by metal chelate affinity chromatography. The enzyme activity was determined by quantifying increased fluorescence intensity upon cleavage of synthetic Dabcyl-QALPETGEE-Edans peptide. The results suggest that the developed in vitro assay system call be used in the search for sortase inhibitors In a short period of time.

Pyrolytic Behavior of $l$-Menthol ($l$-멘솔의 열분해 특성 분석)

  • 이창국;이재곤;장희진;이영택;곽재진
    • Journal of the Korean Society of Tobacco Science
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    • v.25 no.2
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    • pp.103-110
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    • 2003
  • This study was conducted to investigate the pyrolysis products of ι-menthol by Curie-Point pyrolysis. The pyrolysis of ι-menthol was performed at 16$0^{\circ}C$, 42$0^{\circ}C$, $650^{\circ}C$, and 92$0^{\circ}C$ by Curie-Point Pyrolyzer and their pyrolysis products were analyzed by GC/MSD. In addition, tobacco leaves added ι-menthol were pyrolyzed at the same condition in case of ι-menthol. The beginning temperature for pyrolysis formation was in the vicinity of 42$0^{\circ}C$ and the major components of the pyrolysis products identified were iso-menthol, 2-menthene, menthomenthene, and menthone. The amount of these components was increased by increasing temperature and the hydrocarbons such as hexadecene and pentadecene formed by ring cleavage were generated at 92$0^{\circ}C$. The yield of ι-menthol in pyrolysis of tobacco leaves was decreased as the temperature of pyrolysis was raised and the pyrolysis products of ι-menthol weren't identified in the pyrolysis of tobacco leaves. Also, to analyze the weight decrease, ι-menthol was analysed by thermal analyzer(TA), and then the weight decrease of ι-menthol was occurred in the vicinity of 18$0^{\circ}C$.

Inhibitory Activity of Lactic Acid Bacteria against Fungal Spoilage (유산균의 곰팡이 억제 활성)

  • Seol, Kuk-Hwan;Yoo, Jayeon;Yun, Jeonghee;Oh, Mi-Hwa;Ham, Jun-Sang
    • Journal of Dairy Science and Biotechnology
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    • v.37 no.2
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    • pp.83-93
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    • 2019
  • Food spoilage by fungi is responsible for considerable food waste and economical losses. Among the food products, fermented dairy products are susceptible to deterioration due to the growth of fungi, which are resistant to low pH and can proliferate at low storage temperatures. For controlling fungal growth in dairy products, potassium sorbate and natamycin are the main preservatives used, and natamycin is approved by most countries for use in cheese surface treatment. However, a strong societal demand for less processed and preservative-free food has emerged. In the dairy products, lactic acid bacteria (LAB) are naturally present or used as cultures and play a key role in the fermentation process. Fermentation is a natural preservation technique that improves food safety, nutritional value, and specific organoleptic features. Production of organic acids is one of the main features of the LAB used for outcompeting organisms that cause spoilage, although other mechanisms such as antifungal peptides obtained from the cleavage of food proteins and competition for nutrients also play a role. More studies for better understanding these mechanisms are required to increase antifungal LAB available in the market.