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1. 发明授权

US07804592B2 Method for measuring a surface plasmon resonance and noble metal compound used for the same 有权
标题翻译：用于测量表面等离子体共振的方法和用于其的贵金属化合物
公开(公告)号：US07804592B2
公开(公告)日：2010-09-28
申请号：US10575714
申请日：2004-10-12
申请人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi , Makoto Takahagi
发明人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi , Makoto Takahagi
IPC分类号： G01J3/44
CPC分类号： G01N21/553 , C07D213/38 , G01J3/44 , G01N21/554 , G01N21/658 , G01N33/54373
摘要： The present invention provides a method for measuring a surface plasmon resonance, the method enabling easy detection of the existence of a phosphorylated peptide (protein) and determination whether a peptide is phosphorylated or not in biological materials. The present invention also provides a noble metal compound having high capability of coordination to a phosphorylated peptide, and being conveniently usable in the method. A first method for measuring surface plasmon resonance of the present invention comprises: placing a noble metal compound on a bottom face of a prism, irradiating a light to the prism to detect a reflected light, wherein, the noble metal compound has substituents of following formula (I) on a side opposite to a side contacting the prism, and a subject sample is added to a side having the substituent groups (I) in the noble metal compound. [wherein, X represents a linker group]
摘要翻译：本发明提供了一种测定表面等离子体共振的方法，该方法能够容易地检测磷酸化肽（蛋白质）的存在并确定生物材料中肽是否被磷酸化。本发明还提供了与磷酸化肽具有高配位能力的贵金属化合物，并且在该方法中可以方便地使用。用于测量本发明的表面等离子体共振的第一种方法包括：将贵金属化合物放置在棱镜的底面上，向棱镜照射光以检测反射光，其中贵金属化合物具有下式的取代基（I）在与棱镜接触的一侧相反的一侧，并且在贵金属化合物中的具有取代基（I）的一侧加入被检样品。 [其中，X表示连接基团]

2. 发明授权

US07901559B2 Polyacrylamide gel for electrophoresis, polyacrylamide gel electrophoresis method using the same, method of producing the same, and acrylamide compound 有权
标题翻译：用于电泳的聚丙烯酰胺凝胶，使用其的聚丙烯酰胺凝胶电泳法，其制备方法和丙烯酰胺化合物
公开(公告)号：US07901559B2
公开(公告)日：2011-03-08
申请号：US11988968
申请日：2005-08-01
申请人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi
发明人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi
IPC分类号： G01N27/26 , C07D213/56 , C07D213/64 , C07D213/65 , C07D213/68 , C07D213/72 , C07D213/78 , C07D471/22
CPC分类号： C07D213/80 , C07D213/82 , C08F220/60 , C08F230/04
摘要： It is intended to provide a method for easily detecting a phosphorylated peptide (protein) in a test sample by using SDS-polyacrylamide gel electrophoresis (SDS-PAGE) which has been conventionally employed in analyzing a protein; a polyacrylamide gel for electrophoresis to be used in the method; a method of producing the gel; and a synthesizing intermediate in producing the gel. The polyacrylamide gel for electrophoresis to be used in the method of the invention is characterized in that at least a part of the structure thereof has a structure represented by the following formula (I); wherein M2+represents a transition metal ion; and X represents a linker group.
摘要翻译：本发明旨在提供一种通过使用已经用于分析蛋白质的SDS-聚丙烯酰胺凝胶电泳（SDS-PAGE）容易地检测测试样品中的磷酸化肽（蛋白质）的方法。用于电泳的聚丙烯酰胺凝胶用于该方法; 制备凝胶的方法; 以及制造凝胶的合成中间体。用于本发明方法的电泳用聚丙烯酰胺凝胶的特征在于，其结构的至少一部分具有由下式（I）表示的结构。其中M2 +表示过渡金属离子; X表示连接基团。

3. 发明授权

US07202093B2 Method for labeling phosphorylated peptides, method for selectively adsorbing phosphorylated peptides, complex compounds used in the methods, process for producing the complex compounds, and raw material compounds for the complex compounds 有权
标题翻译：标记磷酸化肽的方法，选择性吸附磷酸化肽的方法，该方法中使用的复合化合物，复合化合物的制备方法以及配合物的原料化合物
公开(公告)号：US07202093B2
公开(公告)日：2007-04-10
申请号：US10784576
申请日：2004-02-23
申请人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi , Makoto Takahagi
发明人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi , Makoto Takahagi
IPC分类号： G01N33/532 , G01N33/533 , G01N21/76 , G01N33/42 , C07K1/13 , C07D213/00 , G01N24/00 , G01N33/53
CPC分类号： C07F9/6596 , C07D213/38 , G01N33/531 , Y10S435/961 , Y10S436/805 , Y10S436/815 , Y10T436/24
摘要： Provided are a method for easily detecting phosphorylated peptides, namely, proteins, in samples derived from living organisms or the like, a method for selectively adsorbing the phosphorylated peptides, and compounds that are highly coordinated to the phosphorylated peptides and usable in the methods. The complex compound is represented by the formula: wherein X is a linker moiety, and Y is a labeling group. The compound (I) is highly coordinated to a phosphorylated peptide, and has a labeling group. Accordingly, with use of the compound (I), the phosphorylated peptide can be easily identified.
摘要翻译：提供了一种用于容易地检测来自活生物体等的样品中的磷酸化肽，即蛋白质的方法，用于选择性吸附磷酸化肽的方法，以及与磷酸化肽高配位的化合物，并且可用于该方法。络合物由下式表示：

4. 发明申请

US20100108515A1 Polyacrylamide gel for electrophoresis, polyacrylamide gel electrophoresis method using the same, method of producing the same, and acrylamide compound 有权
标题翻译：用于电泳的聚丙烯酰胺凝胶，使用其的聚丙烯酰胺凝胶电泳法，其制备方法和丙烯酰胺化合物
公开(公告)号：US20100108515A1
公开(公告)日：2010-05-06
申请号：US11988968
申请日：2005-08-01
申请人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi
发明人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi
IPC分类号： B01D57/02 , C07D213/04
CPC分类号： C07D213/80 , C07D213/82 , C08F220/60 , C08F230/04
摘要： It is intended to provide a method for easily detecting a phosphopeptide (protein) in a test sample by using SDS-poly-acrylamide gel electrophoresis (SDS-PAGE) which has been employed in analyzing a protein, a polyacrylamide gel for electrophoresis to be used in the above method, a method of producing the gel and an intermediate in synthesizing the gel. The polyacrylamide gel for electrophoresis to be used in the above method has a structure represented by the following general formula (I) in at least a part of the structure thereof: (I) wherein M2+ represents a transition metal ion; and X represents a linker.
摘要翻译：旨在提供一种通过使用已经用于分析蛋白质的SDS-聚丙烯酰胺凝胶电泳（SDS-PAGE），使用用于电泳的聚丙烯酰胺凝胶来测试测试样品中的磷酸肽（蛋白质）的方法在上述方法中，制备凝胶的方法和合成凝胶的中间体。在上述方法中使用的用于电泳的聚丙烯酰胺凝胶在其结构的至少一部分中具有由以下通式（I）表示的结构：（I）其中M2 +表示过渡金属离子; X表示连接体。

5. 发明申请

US20090185181A1 Method for measuring a surface plasmon resonance and noble metal compound used for the same 有权
标题翻译：用于测量表面等离子体共振的方法和用于其的贵金属化合物
公开(公告)号：US20090185181A1
公开(公告)日：2009-07-23
申请号：US10575714
申请日：2004-10-12
申请人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi , Makoto Takahagi
发明人： Tohru Koike , Akihiko Kawasaki , Tatsuhiro Kobashi , Makoto Takahagi
IPC分类号： G01J3/44 , C07D213/36 , C07F3/06 , G01N21/55
CPC分类号： G01N21/553 , C07D213/38 , G01J3/44 , G01N21/554 , G01N21/658 , G01N33/54373
摘要： The present invention provides a method for measuring a surface plasmon resonance, the method enabling easy detection of the existence of a phosphorylated peptide (protein) and determination whether a peptide is phosphorylated or not in biological materials. The present invention also provides a noble metal compound having high capability of coordination to a phosphorylated peptide, and being conveniently usable in the method. A first method for measuring surface plasmon resonance of the present invention comprises: placing a noble metal compound on a bottom face of a prism, irradiating a light to the prism to detect a reflected light, wherein, the noble metal compound has substituents of following formula (I) on a side opposite to a side contacting the prism, and a subject sample is added to a side having the substituent groups (I) in the noble metal compound. [wherein, X represents a linker group]
摘要翻译：本发明提供了一种测定表面等离子体共振的方法，该方法能够容易地检测磷酸化肽（蛋白质）的存在并确定生物材料中肽是否被磷酸化。本发明还提供了与磷酸化肽具有高配位能力的贵金属化合物，并且在该方法中可以方便地使用。用于测量本发明的表面等离子体共振的第一种方法包括：将贵金属化合物放置在棱镜的底面上，向棱镜照射光以检测反射光，其中贵金属化合物具有下式的取代基（I）在与棱镜接触的一侧相反的一侧，并且在贵金属化合物中的具有取代基（I）的一侧加入被检样品。 [其中，X表示连接基团]

6. 发明申请

US20060183237A1 Method of measuring the molecular weight of phoshoric acid monoester compound and additive for mass spectrum measurement 有权
标题翻译：测定磷酸单酯化合物的分子量和质谱测定添加剂的方法
公开(公告)号：US20060183237A1
公开(公告)日：2006-08-17
申请号：US10547972
申请日：2003-12-24
申请人： Tohru Koike , Norio Minami , Akihiko Kawasaki
发明人： Tohru Koike , Norio Minami , Akihiko Kawasaki
IPC分类号： G01N33/00
CPC分类号： G01N33/6818 , G01N2458/15 , Y10S436/815 , Y10T436/16
摘要： The present invention provides a method for confirming existence of a phosphoric acid monoester compound (peptide, saccharine and the like) and easily identifying the molecular weight thereof even among biological samples including a plurality of compounds, and an additive for a mass spectrometry used for the method. In the method according to the present invention, a complex compound exhibiting extremely high coordination ability to a phosphoric acid monoester group and configured of single kind of zinc isotopes is used to obtain a plurality of mass spectrum data, and then the data are compared.
摘要翻译：本发明提供了一种用于确认磷酸单酯化合物（肽，糖精等）的存在并且即使在包括多种化合物的生物样品中也容易鉴别其分子量的方法和用于方法。在根据本发明的方法中，使用对磷酸单酯基具有极高配位能力并由单种锌同位素构成的配位化合物来获得多个质谱数据，然后比较数据。

7. 发明授权

US07476738B2 Method for identifying molecular weight of a phosphoric acid monoester compound and an additive for mass spectrometry 有权
标题翻译：用于鉴定磷酸单酯化合物的分子量和用于质谱的添加剂的方法
公开(公告)号：US07476738B2
公开(公告)日：2009-01-13
申请号：US10547972
申请日：2003-12-24
申请人： Tohru Koike , Norio Minami , Akihiko Kawasaki
发明人： Tohru Koike , Norio Minami , Akihiko Kawasaki
IPC分类号： C07F3/06 , G01N33/48
CPC分类号： G01N33/6818 , G01N2458/15 , Y10S436/815 , Y10T436/16
摘要： The present invention provides a method for confirming existence of a phosphoric acid monoester compound (peptide, saccharine and the like) and easily identifying the molecular weight thereof even among biological samples including a plurality of compounds, and an additive for a mass spectrometry used for the method. In the method according to the present invention, a complex compound exhibiting extremely high coordination ability to a phosphoric acid monoester group and configured of single kind of zinc isotopes is used to obtain a plurality of mass spectrum data, and then the data are compared.
摘要翻译：本发明提供了一种用于确认磷酸单酯化合物（肽，糖精等）的存在并且即使在包括多种化合物的生物样品中也容易鉴别其分子量的方法和用于方法。在根据本发明的方法中，使用对磷酸单酯基具有极高配位能力并由单种锌同位素构成的配位化合物来获得多个质谱数据，然后比较数据。

8. 发明申请

US20050038258A1 Zinc complexes capable of capturing substances having anionic substituents 有权
标题翻译：能够捕获具有阴离子取代基的物质的锌络合物
公开(公告)号：US20050038258A1
公开(公告)日：2005-02-17
申请号：US10878131
申请日：2004-06-21
申请人： Tohru Koike , Masatatsu Suzuki , Mitsuhiko Shionoya
发明人： Tohru Koike , Masatatsu Suzuki , Mitsuhiko Shionoya
IPC分类号： C07F3/00 , C07F9/12 , C07F9/6596 , C07D211/68
CPC分类号： C07F9/6596 , C07F3/003 , C07F9/12
摘要： A zinc complex represented by formula (I-0): {wherein R may be the same or different from each other and represents H; an alkyl group having 1 to 16 carbon atoms; an acyl group, a carboxyalkyl group, an acylalkyl group, a carbamoylalkyl group, a cyanoalkyl group, a hydroxyalkyl group, an aminoalkyl group or a haloalkyl group (here, a carbon number at an alkyl portion of these groups is 1 to 16); a carboxyl group; a carbamoyl group; a hydroxyl group; a cyano group; an amino group or; a halogeno group (provided that all are Hs are excluded)} which is capable of capturing a substance having an anionic substituent.
摘要翻译：由式（I-0）表示的锌络合物：其中R可以相同或不同，表示H; 具有1至16个碳原子的烷基; 酰基，羧基烷基，酰基烷基，氨基甲酰基烷基，氰基烷基，羟烷基，氨基烷基或卤代烷基（这里，这些基团的烷基部分的碳数为1〜16）。羧基; 氨基甲酰基; 羟基; 氰基; 氨基或能够捕获具有阴离子取代基的物质的卤代基团（除了全部为H以外）}。

9. 发明申请

US20060131239A1 Agent for capturing substance having anionic substituent 有权
公开(公告)号：US20060131239A1
公开(公告)日：2006-06-22
申请号：US10547050
申请日：2004-03-04
申请人： Tohru Koike , Yohsuke Yamamoto , Hironori Takeda , Yoshio Sano , Satoko Yougai
发明人： Tohru Koike , Yohsuke Yamamoto , Hironori Takeda , Yoshio Sano , Satoko Yougai
IPC分类号： C07F3/10 , B01J39/00 , B01D15/00
CPC分类号： B01J20/265 , B01J20/0244 , B01J20/261 , B01J20/262 , B01J20/267 , B01J20/28016 , B01J20/28023 , B01J20/321 , B01J20/3212 , B01J20/3217 , B01J20/3219 , B01J20/3265 , B01J20/3425 , B01J20/3475 , B01J45/00 , B01J2220/58
摘要： A polymer carrier to which a prescribed zinc complex group is binding directly or through a spacer, having property to bond, under a certain condition, to an anionic substituent (a phosphate group, for example), showing low solubility to a solvent (preferably insolubility to a solvent) as a whole, and being capable of capturing, separating and purifying easily a substance having an anionic substituent (a phosphate group, for example).

10. 发明授权

US07358363B2 Zinc complexes capable of capturing substances having anionic substituents 有权
标题翻译：能够捕获具有阴离子取代基的物质的锌络合物
公开(公告)号：US07358363B2
公开(公告)日：2008-04-15
申请号：US10878131
申请日：2004-06-21
申请人： Tohru Koike , Masatatsu Suzuki , Mitsuhiko Shionoya
发明人： Tohru Koike , Masatatsu Suzuki , Mitsuhiko Shionoya
IPC分类号： C07D471/22
CPC分类号： C07F9/6596 , C07F3/003 , C07F9/12
摘要： A zinc complex represented by formula (I-0): {wherein R may be the same or different from each other and represents H; an alkyl group having 1 to 16 carbon atoms; an acyl group, a carboxyalkyl group, an acylalkyl group, a carbamoylalkyl group, a cyanoalkyl group, a hydroxyalkyl group, an aminoalkyl group or a haloalkyl group (here, a carbon number at an alkyl portion of these groups is 1 to 16); a carboxyl group; a carbamoyl group; a hydroxyl group; a cyano group; an amino group or; a halogeno group (provided that all are Hs are excluded)} which is capable of capturing a substance having an anionic substituent.
摘要翻译：由式（I-0）表示的锌络合物：其中R可以相同或不同，表示H; 具有1至16个碳原子的烷基; 酰基，羧基烷基，酰基烷基，氨基甲酰基烷基，氰基烷基，羟烷基，氨基烷基或卤代烷基（这里，这些基团的烷基部分的碳数为1〜16）。羧基; 氨基甲酰基; 羟基; 氰基; 氨基或能够捕获具有阴离子取代基的物质的卤代基团（除了全部为H以外）}。

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