Patents Assigned to The Noguchi Institute
  • Publication number: 20250129030
    Abstract: The object of present invention is to provide pyrazolonated compounds with high stability. The object can be solved by a pyrazolone compound represented by the following formula (1): wherein R1 is an electron withdrawing group selected from the group consisting of one or more selected from the group consisting of a halogen atom, a nitro group, a cyano group, a haloalkyl group having 1 to 10 carbon atoms, a perfluoropolyether group having 2 to 10 carbon atoms, and the following formulas (2) to (7): R2 is a hydrocarbon group having 1 to 1000 carbon atoms, which may contain a heteroatom, and n is an integer of 0 to 2.
    Type: Application
    Filed: July 25, 2023
    Publication date: April 24, 2025
    Applicant: The Noguchi Institute
    Inventors: Kenji OSUMI, Kohtaro GOTO, Masato TSUTSUI, Mamoru MIZUNO, Tomokazu SUGI
  • Patent number: 8859511
    Abstract: A method for directly inhibiting proliferation of Helicobacter pylori bacteria, that includes administering to a subject infected with Helicobacter pylori an N-acetylglucosaminyl beta-linked monosaccharide represented by: GlcNAcl-beta-O—Y where Y is an alkyl group, an alkoxyl group, an alkenyl group, an alkynyl group, an aralkyl group, an aryl group, a heteroaryl group, a carboxyl group, or an alkoxycarbonyl group.
    Type: Grant
    Filed: January 9, 2013
    Date of Patent: October 14, 2014
    Assignee: The Noguchi Institute
    Inventors: Jun Nakayama, Takashi Shirai, Takashi Yamanoi, Masaya Fujita, Masako Mori
  • Patent number: 8809496
    Abstract: It is an object of the present invention to provide a method for producing an 11-sugar sialylglycopeptide easily and with good yield and a high degree of purity on an industrial scale from defatted bird egg yolks. The present invention provides a production method of an 11-sugar sialylglycopeptide. More specifically, the present invention provides a production method of an 11-sugar sialylglycopeptide comprising: an extraction step of extracting defatted bird egg yolks with water or a salt solution to obtain a liquid extract of a glycopeptide, a precipitation step of adding the liquid extract to a water-soluble organic solvent to precipitate the glycopeptide, and a desalting step of desalting the precipitate.
    Type: Grant
    Filed: September 3, 2010
    Date of Patent: August 19, 2014
    Assignee: The Noguchi Institute
    Inventors: Shuichi Sugawara, Kenji Osumi
  • Patent number: 8772044
    Abstract: The present invention provides a method for obtaining structural information conveniently and rapidly by generating a negative ion without adding an acidic substance to matrix, thereby improving sensitivity of measurement by a mass spectrometer, and by generating structural specific ions with high reproducibility, and a method for screening disease marker and a method for analyzing a sample containing a biomolecule. A method for mass spectrometry of a sugar chain comprising the steps of: preparing a sample containing a sugar chain; labeling the sugar chain with a labeling compound, to obtain a labeled sugar chain; and subjecting the labeled sugar chain to measurement of negative ions by using a MALDI mass spectrometer, thereby conducting analysis of the sugar chain.
    Type: Grant
    Filed: March 27, 2006
    Date of Patent: July 8, 2014
    Assignees: The Noguchi Institute, Shimadzu Corporation
    Inventors: Junko Amano, Koichi Tanaka
  • Patent number: 8575117
    Abstract: A method for inhibiting proliferation of Helicobacter pylori including a compound that can simply be mass-produced, can specifically inhibit the proliferation of H. pylori, which has high safety and never generates any resistant bacteria, as well as a diet of a food or beverage, and a pharmaceutical preparation containing the proliferation inhibitor of Helicobacter pylori. The proliferation inhibitor of Helicobacter pylori comprises an alpha-N-acetyl-glucosaminyl bond-containing monosaccharide derivative represented by the following chemical formula (1) GlcNAc1-alpha-O—Y ??(1) (in the formula (1), Y is a straight-, branched- or cyclic-aliphatic hydrocarbon group having 1 to 27 carbon atoms or a straight-, branched- or cyclic-acyl group having 1 to 27 carbon atoms). The diet of the food, the beverage or the pharmaceutical preparation comprises the proliferation inhibitor of Helicobacter pylori.
    Type: Grant
    Filed: April 9, 2010
    Date of Patent: November 5, 2013
    Assignee: The Noguchi Institute
    Inventors: Jun Nakayama, Takashi Yamanoi, Masaya Fujita, Takashi Shirai
  • Patent number: 8030085
    Abstract: The present invention provides a method for accurately discriminating between prostate carcinoma and benign prostatic hyperplasia based on a glycan structure of prostate specific antigen (PSA). The method of the present invention includes the steps of: purifying PSA from a sample derived from a subject; preparing a PSA derivative from the PSA; labeling the PSA derivative; and analyzing the labeled PSA derivative by the mass spectrometry method, in which the subject is identified as having prostate carcinoma when the ratio of the signal intensity of fucose-unbound glycan to the signal intensity of fucose-bound glycan in the labeled PSA derivative is greater than 1.0, and identified as having benign prostatic hyperplasia when the ratio is 1.0 or less.
    Type: Grant
    Filed: July 1, 2008
    Date of Patent: October 4, 2011
    Assignee: The Noguchi Institute
    Inventors: Junko Amano, Kiyoko Hirano, Ichiro Sugimoto
  • Patent number: 7951603
    Abstract: An object of the invention is to provide a method for enabling MSn (n>) analysis of a trace amount of a sample and easily and rapidly obtaining structural information by identifying a bonding position of the labeling compound in a molecule with the MSn (n>) analysis. According to the present invention, by labeling a particular moiety of the molecule in a stable manner, ions are easily generated and stabilized, thereby improving sensitivity of the MS. The amount of precursor ions generated in this manner is an amount enough to carry out the MSn (n>1) analysis and to generate structure-specific ions with high reproducibility. The structural information can be easily and rapidly obtained with high sensitivity.
    Type: Grant
    Filed: March 23, 2006
    Date of Patent: May 31, 2011
    Assignee: The Noguchi Institute
    Inventor: Junko Amano
  • Patent number: 7838461
    Abstract: A mesoporous catalyst for purifying lean burn NOx emission including a mesoporous material, which substantially has pores with a diameter of 2 to 50 nm and a specific surface area of 100 to 1,400 m2/g, selected from the group consisting of mesoporous silica and mesoporous alumina, and 0.01 to 20 mass % of a catalyst carried on the mesoporous material with an average particle size of 1 to 20 nm containing platinum and/or iridium is provided.
    Type: Grant
    Filed: October 31, 2005
    Date of Patent: November 23, 2010
    Assignees: Asahi Kasei Kabushiki Kaisha, The Noguchi Institute
    Inventors: Tamikuni Komatsu, Keizou Tomokuni
  • Publication number: 20090250604
    Abstract: The present invention provides a method for obtaining structural information conveniently and rapidly by generating a negative ion without adding an acidic substance to matrix, thereby improving sensitivity of measurement by a mass spectrometer, and by generating structural specific ions with high reproducibility, and a method for screening disease marker and a method for analyzing a sample containing a biomolecule. A method for mass spectrometry of a sugar chain comprising the steps of: preparing a sample containing a sugar chain; labeling the sugar chain with a labeling compound, to obtain a labeled sugar chain; and subjecting the labeled sugar chain to measurement of negative ions by using a MALDI mass spectrometer, thereby conducting analysis of the sugar chain.
    Type: Application
    Filed: March 27, 2006
    Publication date: October 8, 2009
    Applicants: The Noguchi Institute, Shimadzu Corporation
    Inventors: Junko Amano, Koichi Tanaka
  • Patent number: 7084088
    Abstract: A Lewis acid catalyst composition comprising a specific mixed medium and a Lewis acid catalyst, wherein the Lewis acid catalyst is at least one compound selected from the group consisting of compounds respectively represented by the following formulae (1) and (2): [(Rf1SO2)(Rf2SO2)N]nM,??(1) and [(Rf1SO2)(Rf2SO2)(Rf3SO2)C]nM. ??(2) A method for continuously performing a reaction which proceeds in the presence of the above-mentioned Lewis acid catalyst by using a specific mixed medium and the above-mentioned Lewis acid catalyst. A novel Lewis acid catalyst.
    Type: Grant
    Filed: December 19, 2002
    Date of Patent: August 1, 2006
    Assignees: The Noguchi Institute, Asahi Kasei Kabushiki Kaisha
    Inventors: Joji Nishikido, Akihiro Yoshida, Masanori Ikeda
  • Publication number: 20060094596
    Abstract: A mesoporous catalyst for purifying lean burn NOx emission including a mesoporous material, which substantially has pores with a diameter of 2 to 50 nm and a specific surface area of 100 to 1,400 m2/g, selected from the group consisting of mesoporous silica and mesoporous alumina, and 0.01 to 20 mass % of a catalyst carried on the mesoporous material with an average particle size of 1 to 20 nm containing platinum and/or iridium is provided.
    Type: Application
    Filed: October 31, 2005
    Publication date: May 4, 2006
    Applicants: Asahi Kasei Kabushiki Kaisha, The Noguchi Institute
    Inventors: Tamikuni Komatsu, Keizou Tomokuni
  • Patent number: 6284696
    Abstract: A mesopore molecular sieve having a hydrocarbon group bonded directly to a silicon atom in the metal oxide skeleton constituting the molecular sieve, wherein the content of said hydrocarbon group is from 0.01 to 0.6 mol per mol of the metal oxide. Also disclosed is a process for producing a mesopore molecular sieve having a hydrocarbon atom bonded to a silicon atom in the molecular sieve skeleton, which comprises synthesizing the mesopore molecular sieve, in the presence of a template, from: a silane compound represented by the following formula (1): RnSiX(4−n)  (1) wherein R represents a hydrocarbon group selected from C1-16 hydrocarbon groups and hydrocarbon groups substituted with an N—, O-, S-, P- or halogen-containing group; n represents 1, 2 or 3; and X is selected from C1-6 alkoxy groups, aryloxy groups, a hydroxyl group and halogen atoms and a plurality of X may be the same or different; and a metal oxide and/or a precursor thereof.
    Type: Grant
    Filed: March 23, 1999
    Date of Patent: September 4, 2001
    Assignees: Asahi Kasei Kogyo Kabushiki Kaisha, The Noguchi Institute
    Inventors: Masahiko Koya, Hitoshi Nakajima, Itsuho Aishima
  • Patent number: 5811540
    Abstract: Disclosed is a 5-O-pyrimidyl-2,3-dideoxy-1-thio-D-furanoside derivative represented by the following formula (I) or an L-form isomer thereof: ##STR1## wherein X represents a hydrogen atom, a fluorine atom or an azido group; R.sup.1 represents a C.sub.1-4 alkyl group; R.sup.2 represents a hydrogen atom, a methyl group or a fluorine atom or a trifluoromethyl group; R.sup.3 represents a C.sub.1-10 alkyl group or a C.sub.6-15 aryl group which is unsubstituted or substituted with at least one substituent selected from the group consisting of a chlorine atom, a bromine atom, a methyl group, an ethyl group and a nitro group. When this derivative is reacted with a sulfonium ion-generating reagent to thereby effect an intramolecular N-glycosylation of the derivative, a .beta.-2',3'-dideoxynucleoside derivative which is useful as a precursor of an antiviral agent, such as AZT, DDC or FLT, can be produced with an extremely high stereoselectivity for the .beta.-anomer and in high yield while very little or none of the .
    Type: Grant
    Filed: January 20, 1996
    Date of Patent: September 22, 1998
    Assignee: The Noguchi Institute
    Inventors: Hideyuki Sugimura, Keiko Sujino