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Sekine S., Komuro M., Sohka T., Sato T.
Biologicals 43 ( 3 ) 186 - 194 2015年5月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Biologicals
Confirmation of virus filter integrity is crucial for ensuring the safety of biological products. Two main types of virus filter defects may produce inconsistent and undesirable performance in virus removal: improper pore-size distribution across the membrane, and specific damage, such as tears, broken fibers, or pinholes. Two integrity tests are performed on each individual filter manufactured by Asahi Kasei Medical to ensure the absence of these defects prior to shipment. In this study, we verified that typical usage of Planova™ BioEX filters would not improperly shift the pore-size distribution. Damage occurring during shipment and use (e.g., broken fibers or pinholes) can be detected by end-users with sufficient sensitivity using air-water diffusion based leakage tests. We prepared and tested filters with model pinhole defects of various sizes to develop standard acceptance criteria for the leakage test relative to porcine parvovirus infectivity logarithmic reduction values (LRVs). Our results demonstrate that pinhole defects at or below a certain size for each effective filter surface area have no significant impact on the virus LRV. In conclusion the leakage test is sufficiently sensitive to serve as the sole end-user integrity test for Planova™ BioEX filters, facilitating their use in biopharmaceuticals manufacturing.
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Catalytic Addition of Aromatic Crbon-Hydrogen Bonds to Olefins with the Aid of Ruthenium Complexes
KAKIUCHI Fumitoshi, SEKINE Shinya, TANAKA Yasuo, KAMATANI Asayuki, SONODA Motohiro, CHATANI Naoto, MURAI Shinji
Bulletin of the Chemical Society of Japan 68 ( 1 ) 62 - 83 1995年1月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Catalytic Addition of Aromatic Carbon–Hydrogen Bonds to Olefins with the Aid of Ruthenium Complexes
Kakiuchi Fumitoshi, Sekine Shinya, Tanaka Yasuo, Kamatani Asayuki, Sonoda Motohiro, Chatani Naoto, Murai Shinji
Bulletin of the Chemical Society of Japan 68 ( 1 ) 62 - 83 1995年
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人 日本化学会
Ruthenium complexes, e.g., Ru(H)<sub>2</sub>(CO)(PPh<sub>3</sub>)<sub>3</sub>, have been found to catalyze the addition of <i>ortho</i> C–H bonds of aromatic ketones to olefins with a high degree of efficiency and selectivity. 2′-Methylacetophenone reacts with various types of terminal olefins to give 1 : 1 coupling products in good to excellent yields. The C–C bond formation takes place exclusively at the terminal carbon atom of olefins except for styrene which affords a mixture of two regioisomers. Acetylnaphthalenes, cyclic aromatic ketones, and heteroaromatic ketones also react with triethoxyvinylsilane to give 1 : 1 addition products in virtually quantitative yields. From 2′-acetonaphthone or 3-acetylthiophene, in which two different reaction sites are available, only one out of four possible regioisomers is obtained. The importance of the coordination of the oxygen atom of the ketone to ruthenium and the intervention of a cyclometallation intermediate are suggested. A deuterium labeling experiment using acetophenone-<i>d</i><sub>5</sub> and triethoxyvinylsilane shows that an H/D exchange between the aromatic and olefinic positions takes place to some extent, even prior to the formation of the product. This implies that the rate-determining step is not the C–H bond cleavage step, but the product forming step.
DOI： 10.1246/bcsj.68.62
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Mural S., Kakiuchi F., Sekine S., Tanaka Y., Kamatani A., Sonoda M., Chatani N.
Pure and Applied Chemistry 66 ( 7 ) 1527 - 1534 1994年1月
掲載種別：研究論文（学術雑誌） 出版者・発行元：Pure and Applied Chemistry
Several ruthenium complexes have been found to catalyze the addition of the C-H bond of arenes to olefins. Phenyl methyl ketone undergoes addition at its ortho position across the double bond of trimethylvinylsilane in the presence of a catalytic amount of RuH2(CO)(PPh3)3 to give 1 : 1 and 1 : 2 coupling products. In the latter, the two ortho hydrogens have reacted. Similarly, 2-methylphenyl methyl ketone reacts with trimethylvinylsilane and triethoxyvinylsilane to give the corresponding 1 : 1 coupling products in virtually quantitative yields. The results represent a breakthrough in the chemistry of carbon-hydrogen bond cleavage by metal complexes. © 1994 IUPAC.
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Efficient catalytic addition of aromatic carbon-hydrogen bonds to olefins
Murai S., Kakiuchi F., Sekine S., Tanaka Y., Kamatani A., Sonoda M., Chatani N.
Nature 366 ( 6455 ) 529 - 531 1993年
掲載種別：研究論文（学術雑誌） 出版者・発行元：Nature
The selective cleavage of carbon-hydrogen bonds in organic compounds is a critical step in many organic syntheses, and is particularly important in the conversion of hydrocarbons to useful organic compounds. An organometallic ruthenium complex can cleave C-H bonds in a variety of aromatic systems, leading to addition to alkenes by C-C bond formation. The catalyst operates with a degree of efficiency, selectivity and generality that will make it extremely valuable in organic synthesis. © 1993 Nature Publishing Group.
DOI： 10.1038/366529a0