Patents by Inventor Katsuhiko Mikuni
Katsuhiko Mikuni has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Publication number: 20210254109Abstract: The present invention provides a D-glucaric acid-producing bacterium and a method for producing D-glucaric acid. The present invention is characterized in that D-glucaric acid or a salt thereof is produced from one or more saccharides selected from the group consisting of D-glucose, D-gluconic acid and D-glucuronic acid with catalytic action of a specific alcohol dehydrogenase PQQ-ADH (1) and a specific aldehyde dehydrogenase PQQ-ALDH (2), and that D-glucaric acid or a salt thereof is produced by using a microorganism having the PQQ-ADH (1) and the PQQ-ALDH (2) or a processed product thereof in the presence of the one or more saccharides. The present invention can provide a microorganism having improved productivity of D-glucaric acid to be used for production of D-glucaric acid and a method for efficiently producing D-glucaric acid.Type: ApplicationFiled: March 4, 2021Publication date: August 19, 2021Inventors: Tetsuya Ito, Hiroki Tadokoro, Hisaharu Masaki, Katsuhiko Mikuni, Hiromi Murakami, Taro Kiso, Takaaki Kiryu
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Patent number: 10975396Abstract: The present invention provides a D-glucaric acid-producing bacterium and a method for producing D-glucaric acid. The present invention is characterized in that D-glucaric acid or a salt thereof is produced from one or more saccharides selected from the group consisting of D-glucose, D-gluconic acid and D-glucuronic acid with catalytic action of a specific alcohol dehydrogenase PQQ-ADH (1) and a specific aldehyde dehydrogenase PQQ-ALDH (2), and that D-glucaric acid or a salt thereof is produced by using a microorganism having the PQQ-ADH (1) and the PQQ-ALDH (2) or a processed product thereof in the presence of the one or more saccharides. The present invention can provide a microorganism having improved productivity of D-glucaric acid to be used for production of D-glucaric acid and a method for efficiently producing D-glucaric acid.Type: GrantFiled: June 3, 2013Date of Patent: April 13, 2021Assignees: Ensuiko Sugar Refining Co., Ltd., Osaka Research Institute of Industrial Science and TechnologyInventors: Tetsuya Ito, Hiroki Tadokoro, Hisaharu Masaki, Katsuhiko Mikuni, Hiromi Murakami, Taro Kiso, Takaaki Kiryu
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Patent number: 10682330Abstract: In order to reduce the side effects of paclitaxel derivatives having excellent anti-cancer effects, an attempt was made to produce a liposome encapsulating paclitaxel derivatives such as paclitaxel monoglycosides and docetaxel monoglycosides. However, the introduction efficiency of paclitaxel derivatives, etc., into a liposome was poor, and this technique was not developed to a practical level. The present invention provides a method for producing a liposome encapsulating a paclitaxel monoglycoside and/or a docetaxel monoglycoside, and having an antibody specifically recognizing a cancer cell, the method comprising a step of bringing a liposome encapsulating a polyoxyethylene ester derivative, a lower alcohol, and a buffer or water into contact with a solution in which a paclitaxel monoglycoside and/or a docetaxel monoglycoside is dissolved in an alkylene glycol-containing buffer or water.Type: GrantFiled: March 22, 2013Date of Patent: June 16, 2020Assignees: ENSUIKO SUGAR REFINING CO., LTD., HIROKI HAMADA, YOSHIO SHIMIZU, NATIONAL UNIVERSITY CORPORATION OKAYAMA UNIVERSITYInventors: Hiroki Hamada, Ichiro Fujiwara, Masaharu Seno, Tomonari Kasai, Tsukasa Shigehiro, Masaharu Murakami, Katsuhiko Mikuni
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Publication number: 20160256566Abstract: In order to reduce the side effects of paclitaxel derivatives having excellent anti-cancer effects, an attempt was made to produce a liposome encapsulating paclitaxel derivatives such as paclitaxel monoglycosides and docetaxel monoglycosides. However, the introduction efficiency of paclitaxel derivatives, etc., into a liposome was poor, and this technique was not developed to a practical level. The present invention provides a method for producing a liposome encapsulating a paclitaxel monoglycoside and/or a docetaxel monoglycoside, and having an antibody specifically recognizing a cancer cell, the method comprising a step of bringing a liposome encapsulating a polyoxyethylene ester derivative, a lower alcohol, and a buffer or water into contact with a solution in which a paclitaxel monoglycoside and/or a docetaxel monoglycoside is dissolved in an alkylene glycol-containing buffer or water.Type: ApplicationFiled: March 22, 2013Publication date: September 8, 2016Applicants: ENSUIKO SUGAR REFINING CO., LTD., NATIONAL UNIVERSITY CORPORATION OKAYAMA UNIVERSITYInventors: Hiroki HAMADA, Ichiro FUJIWARA, Masaharu SENO, Tomonari KASAI, Tsukasa SHIGEHIRO, Masaharu MURAKAMI, Katsuhiko MIKUNI
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Publication number: 20150152448Abstract: The present invention provides a D-glucaric acid-producing bacterium and a method for producing D-glucaric acid. The present invention is characterized in that D-glucaric acid or a salt thereof is produced from one or more saccharides selected from the group consisting of D-glucose, D-gluconic acid and D-glucuronic acid with catalytic action of a specific alcohol dehydrogenase PQQ-ADH (1) and a specific aldehyde dehydrogenase PQQ-ALDH (2), and that D-glucaric acid or a salt thereof is produced by using a microorganism having the PQQ-ADH (1) and the PQQ-ALDH (2) or a processed product thereof in the presence of the one or more saccharides. The present invention can provide a microorganism having improved productivity of D-glucaric acid to be used for production of D-glucaric acid and a method for efficiently producing D-glucaric acid.Type: ApplicationFiled: June 3, 2013Publication date: June 4, 2015Inventors: Tetsuya Ito, Hiroki Tadokoro, Hisaharu Masaki, Katsuhiko Mikuni, Hiromi Murakami, Taro Kiso, Takaaki Kiryu
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Publication number: 20150056270Abstract: In order to reduce the side effects of paclitaxel derivatives having excellent anti-cancer effects, an attempt was made to produce a liposome encapsulating paclitaxel derivatives such as paclitaxel monoglycosides and docetaxel monoglycosides. However, the introduction efficiency of paclitaxel derivatives, etc., into a liposome was poor, and this technique was not developed to a practical level. The present invention provides a method for producing a liposome encapsulating a paclitaxel monoglycoside and/or a docetaxel monoglycoside, and having an antibody specifically recognizing a cancer cell, the method comprising a step of bringing a liposome encapsulating a polyoxyethylene ester derivative, a lower alcohol, and a buffer or water into contact with a solution in which a paclitaxel monoglycoside and/or a docetaxel monoglycoside is dissolved in an alkylene glycol-containing buffer or water.Type: ApplicationFiled: March 22, 2013Publication date: February 26, 2015Inventors: Hiroki Hamada, Ichiro Fujiwara, Masaharu Seno, Tomonari Kasai, Tsukasa Shigehiro, Masaharu Murakami, Katsuhiko Mikuni
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Publication number: 20070025995Abstract: To provide a taxoid derivative that has improved solubility in water and acts specifically with respect to tumors, thereby mitigating side effects. The present invention provides an anticancer agent comprises covalent bond compound of an antibody that reacts specifically with respect to cancer cells with a taxoid derivative and a method for preparing the anticancer agent according to claim 1, characterized by reacting, in the presence of reduction agent, an antibody that reacts specifically with respect to cancer cells with a reaction product obtained by allowing periodic acid or periodate to act on a taxoid derivative.Type: ApplicationFiled: September 7, 2005Publication date: February 1, 2007Inventors: Hiroki Hamada, Katsuhiko Mikuni, Katsuyoshi Nakanishi, Tadakatsu Mandai
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Patent number: 6410757Abstract: The object of the invention is to develop baccatin derivatives useful for preparing taxoid compounds such as paclitaxel and a process for the producing the same. The invention provides baccatin derivatives represented by the general formula (I) as well as a process for producing baccatin derivatives represented by the general formula (I) above, which comprises allowing a baccatin represented by the general formula (II) to react with a &bgr;-ketoester in the absence of a catalyst or in the presence of a tin compound or an amine base, preferably under reduced pressure.Type: GrantFiled: February 7, 2000Date of Patent: June 25, 2002Assignees: Bio Research Corporation of Yokohama, Ensuiko Sugar Refining Co. Ltd.Inventors: Tadakatsu Mandai, Hiroshi Okumoto, Katsuyoshi Nakanishi, Koji Hara, Katsuhiko Mikuni, Kozo Hara
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Patent number: 6306893Abstract: An object of the invention is to develop galactose or mannose derivatives of docetaxel, etc. having improved solubility and physiological activity, to alleviate burden imposed on patients and to provide effective therapeutic drug for tumors. The present invention provides taxoid derivatives comprising any of paclitaxel, docetaxel and 10-deacetyl-baccatin III to which galactose or mannose is linked through a spacer, and methods for producing taxoid derivatives comprising reacting paclitaxel, docetaxel or 10-deacetyl-baccatin III with tetrabenzyl acetyloxygalactoside or tetrabenzyl acetyloxymannoside, subjecting the product to debenzylation reaction, and optionally to detriethylsilylation reaction.Type: GrantFiled: April 7, 2000Date of Patent: October 23, 2001Assignees: Ensuiko Sugar Refining Company, Ltd, Bio Research Corporation of Yokohama, Kaken Pharmaceutical Company, Ltd.Inventors: Tadakatsu Mandai, Hiroshi Okumoto, Koji Hara, Katsuhiko Mikuni, Kozo Hara, Yoshinori Tsuchiya, Kosho Nakamura, Teruhiko Umetsu
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Patent number: 6136990Abstract: A taxoid compound represented by general formula (I) ##STR1## where the symbols R.sup.1, R.sup.2, R.sup.3, R.sup.4, Bz, and Ac have specified meanings. Also, a method for producing the taxoid derivative from a baccatin derivative having a .beta.-ketoester group at the 13-position by transesterification and a method for producing taxoid compound such as paclitaxel from the taxoid derivative under mild condition are disclosed.Type: GrantFiled: February 15, 2000Date of Patent: October 24, 2000Assignees: Bio Research Corporation of Yokohama, Ensuiko Sugar Refining Co., Ltd., Tadakatsu MandaiInventors: Tadakatsu Mandai, Hiroshi Okumoto, Katsuyoshi Nakanishi, Koji Hara, Katsuhiko Mikuni, Kozo Hara
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Patent number: 6075132Abstract: Disclosed are ursodeoxycholic acid derivatives having an increased solubility in water, and methods for producing the derivatives. To produce the derivatives, ursodeoxycholic acid is protected at its carboxyl group with a benzyl group, then reacted with tetrabenzyl-acetic acid-oxyglucoside of the following formula (1), and de-benzylated; or ursodeoxycholic acid is protected at its hydroxyl group with a t-butyldimethylsilyl group, then reacted with tetrabenzyl-2-hydroxyethyloxyglucoside of the following formula (2), and de-t-butyldimethylsilylated and de-benzylated.Type: GrantFiled: April 30, 1998Date of Patent: June 13, 2000Assignees: Bio Research Corporation of Yokohama, Ensuiko Sugar Refining Co., Ltd., Kaken Pharmaceutical Co., Ltd.Inventors: Tadakatsu Mandai, Hiroshi Okumoto, Katsuyoshi Nakanishi, Koji Hara, Katsuhiko Mikuni, Kozo Hara, Teruhiko Umetsu
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Patent number: 5854408Abstract: A sugar derivative wherein a hydroxy-carboxylic acid is combined to a position 1 of a sugar via ether linkage, and other hydroxyl groups are protected with a protective groups. A method of producing the sugar derivative, comprises allowing glycolic ester to react with a compound so as to combine said glycolic ester at the position 1 of the sugar skeleton, and then saponifying, said compound has on the position 1 any of hydroxyl group, halogen atom and sulfur atom with a substitutent group, and has other hydroxyl groups being protected with a protective groups.Type: GrantFiled: June 3, 1997Date of Patent: December 29, 1998Assignees: Ensuiko Sugar Refining Co., Ltd., Tadakatsu MandaiInventors: Tadakatsu Mandai, Hiroshi Okumoto, Koji Hara, Katsuhiko Mikuni, Kozo Hara, Hiroki Hamada
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Patent number: 5767297Abstract: A taxoid derivative wherein sugar is combined with any one of paclitaxel, docetaxel and 10-deacetyl-bacatin III via a spacer. A method of producing the taxoid derivative comprises protecting hydroxyl groups at specific position of paclitaxel or docetaxel by protective compound followed by reacting with tetrabenzyl acetyloxyglucoside, and then carrying out debenzyl and detriethylsilyl reactions. A method of producing the taxoid derivative comprises reacting paclitaxel or docetaxel with tetrabenzyl acetyloxyglucoside, and then carrying out debenzyl reaction.Type: GrantFiled: June 3, 1997Date of Patent: June 16, 1998Assignees: Ensuiko Sugar Refining Co., Ltd., Tadakatsu MANDAI, Kaken Pharmaceutical Co., Ltd.Inventors: Tadakatsu Mandai, Hiroshi Okumoto, Koji Hara, Katsuhiko Mikuni, Kozo Hara, Hiroki Hamada
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Patent number: 5684169Abstract: There is provided an unbranched cyclodextrin or a branched cyclodextrin inclusion complex of taxol. The complex is produced by adding an unbranched cyclodextrin of a branched cyclodextrin to taxol at a molar ratio of 1-20 times with respect to taxol. A method is provided for the improvement of the solubility of taxol in water by adding an unbranched cyclodextrin or a branched cyclodextrin thereto at a molar ratio of 1-20 times with respect to taxol. The solubility of taxol in water is improved by the present invention. A cyclodextrin inclusion complex of taxol according to the present invention serves to make taxol more easily absorbed when administered to a cancer patient, which is beneficial to cancer patients and the physiological effects of taxol may therefore be more effectively induced.Type: GrantFiled: June 6, 1995Date of Patent: November 4, 1997Assignee: Ensuiko Sugar Refining Co., Ltd.Inventors: Hiroki Hamada, Kyoko Saito, Katsuhiko Mikuni, Nobuhiro Kuwahara, Hideki Takahashi
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Patent number: 4931389Abstract: In a method for preparing multiple glucosyl branched-cyclodextrins, a debranching enzyme is contacted to a mixture of maltose or a substance containing maltooligosaccharide such as maltose with a cyclodextrin to obtain a reaction product from which a branched-cyclodextrin is then separated; said branched-cyclodextrin is converted to glycosyl-cyclodextrin under the action of glucoamylase, which is thereafter mixed with maltose or a substance containing maltooligosaccharide such as maltose; and the resulting mixture is successively acted on by a debranching enzyme and glucoamylase.Type: GrantFiled: August 25, 1988Date of Patent: June 5, 1990Assignees: Director of National Food Research Institute, Minstry of Agriculture, Forestry and Fisheries, Ensuiko Sugar Regining Co., Ltd.Inventors: Shoichi Kobayashi, Katsuhiko Mikuni, Mitsuru Monma, Toshiya Takano, Kozo Hara, Hitoshi Hashimoto