Patents Assigned to Dojindo Laboratories
  • Patent number: 10787473
    Abstract: Disclosed is a pH-responsive fluorescent compound, represented by the general formula, which is a novel pH-responsive fluorescent compound capable of being specifically localized in mitochondria within cells, which exhibits strong fluorescence under weakly acidic pH environments in lysosomes, and which is not readily subject to interference from autofluorescence and background fluorescence due to other fluorescent substances within cells. Also disclosed are a composition for detecting mitophagy using the pH-responsive fluorescent compound, and a method for detecting mitophagy within cells. In the general formula, L represents a linker, X represents a pharmaceutically acceptable anion, and Y represents a reactive group that may react with a functional group on a mitochondrial protein to form a covalent bond.
    Type: Grant
    Filed: February 23, 2017
    Date of Patent: September 29, 2020
    Assignee: DOJINDO LABORATORIES
    Inventors: Hidefumi Iwashita, Ryo Sakamoto, Munetaka Ishiyama
  • Patent number: 10787571
    Abstract: The present invention pertains to: an oxidation color developable compound that is represented by general formula (1), that has excellent solubility in water, and that is less affected by a substance coexisting in a sample; and an oxidation color development reagent using the oxidation color developable compound. In general formula (I), R1, R2, R3, and R4 each represent a straight-chain or branched alkyl group having 1-6 carbon atoms, X represents a hydrophilic functional group, and L represents —(CH2)j— (j represents an integer of 2-10), —(CH2CH2O)k— (k represents an integer of 1-10), or —(CH2)m—Z—(CH2)n— (m and n each independently represent an integer of 1-10, and Z represents —N+(CH3)2—, —CONH—, —NHCO—, —COO—, —OCO—, —NHCOO—, —OCONH—, —NHCONH—, and —(CH2NHCO)q—).
    Type: Grant
    Filed: February 27, 2018
    Date of Patent: September 29, 2020
    Assignee: DOJINDO LABORATORIES
    Inventors: Masaki Murai, Chiaki Matsumoto, Ryo Sakamoto, Nobuyuki Ozeki, Munetaka Ishiyama
  • Publication number: 20200172489
    Abstract: A fluorescent compound or a salt thereof represented by General Formulae (I) or (II) shown below: In the General Formulae (1) and (II) shown above, R1 and R11 represent an alkyl group or an ?-aminoalkyl group, R2 and R12 represent a hydrogen atom or a alkyl group, R3 and R13 represent an atomic group represented by a formula —(CH2)m— (m is a natural number of 10 or less), R4 and R14 represent an atomic group represented by a formula —CH2— or —NR6— (—NR16—) (R6 and R16 represent an alkyl group), R5 and R15 represent an atomic group represented by a formula —(CH2)n— (n is a natural number of or less), R represents an atomic group represented by any one of formulae —NH2, —NHR7—, NR7R8 and —NR7R8R9 (—NHR17, —NR17R18 and —N+R17R18R19) (R7, R8, R9, R17, R18 and R19 independently represents an alkyl group, respectively) and when R2 and R12 are alkyl groups and R4 (R14) is an atomic group represented by the formula —NR6—(—NR16—), R2 and R6 and R12 and R16 may bind with each other to form a ring.
    Type: Application
    Filed: May 18, 2018
    Publication date: June 4, 2020
    Applicant: DOJINDO LABORATORIES
    Inventors: Hidefumi IWASHITA, Ryo SAKAMOTO, Takatoshi EZOE, Nobuyuki OZEKI, Munetaka ISHIYAMA
  • Publication number: 20190270888
    Abstract: The present invention pertains to: an oxidation color developable compound that is represented by general formula (1), that has excellent solubility in water, and that is less affected by a substance coexisting in a sample; and an oxidation color development reagent using the oxidation color developable compound. In general formula (I), R1, R2, R3, and R4 each represent a straight-chain or branched alkyl group having 1-6 carbon atoms, X represents a hydrophilic functional group, and L represents —(CH2)j— (j represents an integer of 2-10), —(CH2CH2O)k— (k represents an integer of 1-10), or —(CH2)m—Z—(CH2)n— (m and n each independently represent an integer of 1-10, and Z represents —N+(CH3)2—, —CONH—, —NHCO—, —COO—, —OCO—, —NHCOO—, —OCONH—, —NHCONH—, and —(CH2NHCO)q—).
    Type: Application
    Filed: February 27, 2018
    Publication date: September 5, 2019
    Applicant: DOJINDO LABORATORIES
    Inventors: Masaki MURAI, Chiaki MATSUMOTO, Ryo SAKAMOTO, Nobuyuki OZEKI, Munetaka ISHIYAMA
  • Patent number: 10287619
    Abstract: A method for measuring concentration of dehydrogenase and substrate thereof in the presence of living cells, wherein an electron mediator that is hard to be reduced by living cells, for example, a compound represented by Formula (I), an electron mediator represented by the Formula (I) and a measurement reagent for dehydrogenase and substrate thereof including the electron mediator are disclosed. A-L-M??(I), wherein A represents a structural part containing at least one anionic group, M represents a structural part for mediating electron transfer and L represents a linker part for linking the A to the M.
    Type: Grant
    Filed: April 17, 2015
    Date of Patent: May 14, 2019
    Assignee: Dojindo Laboratories
    Inventors: Masafumi Iwamoto, Tomoya Tanaka, Eiji Watanabe, Masanobu Shiga
  • Publication number: 20190062356
    Abstract: Disclosed is a pH-responsive fluorescent compound, represented by the general formula, which is a novel pH-responsive fluorescent compound capable of being specifically localized in mitochondria within cells, which exhibits strong fluorescence under weakly acidic pH environments in lysosomes, and which is not readily subject to interference from autofluorescence and background fluorescence due to other fluorescent substances within cells. Also disclosed are a composition for detecting mitophagy using the pH-responsive fluorescent compound, and a method for detecting mitophagy within cells. In the general formula, L represents a linker, X represents a pharmaceutically acceptable anion, and Y represents a reactive group that may react with a functional group on a mitochondrial protein to form a covalent bond.
    Type: Application
    Filed: February 23, 2017
    Publication date: February 28, 2019
    Applicant: DOJINDO LABORATORIES
    Inventors: Hidefumi IWASHITA, Ryo SAKAMOTO, Munetaka ISHIYAMA
  • Patent number: 8299129
    Abstract: The present invention provides a carrier capable of highly efficiently introducing a compound into cells with low cytotoxicity, which contains peptide lipids represented by the following formula, and a method for introducing a compound into cells using the carrier: wherein R1 is an amino acid or peptide having 1-10 amino acid residues, R2 is a side chain of any amino acid, provided that R2 has a carboxyl group, the carboxyl group may be an ester with a hydrocarbon group having 1-30 carbon atoms, R3 is a hydrocarbon group having 1-30 carbon atoms.
    Type: Grant
    Filed: March 1, 2006
    Date of Patent: October 30, 2012
    Assignees: Fukuoka Prefectural Government, Kyoto University, Dojindo Laboratories
    Inventors: Kenichi Kusumoto, Itaru Hamachi, Kazumi Sasamoto, Tetsuyuki Akao, Munetaka Ishiyama, Takahiro Nagata, Chizu Ikeda, Takeshi Ido, Satoko Yamashita, Rieko Kuroda, Tomoyuki Ishikawa
  • Publication number: 20090170960
    Abstract: The present invention provides a carrier capable of highly efficiently introducing a compound into cells with low cytotoxicity, which contains peptide lipids represented by the following formula, and a method for introducing a compound into cells using the carrier: wherein R1 is an amino acid or peptide having 1-10 amino acid residues, R2 is a side chain of any amino acid, provided that R2 has a carboxyl group, the carboxyl group may be an ester with a hydrocarbon group having 1-30 carbon atoms, R3 is a hydrocarbon group having 1-30 carbon atoms.
    Type: Application
    Filed: March 1, 2006
    Publication date: July 2, 2009
    Applicants: FUKUOKA PREFECTURAL GOVERNMENT, KYOTO UNIVERSITY, DOJINDO LABORATORIES
    Inventors: Kenichi Kusumoto, Itaru Hamachi, Kazumi Sasamoto, Tetsuyuki Akao, Munetaka Ishiyama, Takahiro Nagata, Chizu Ikeda, Takeshi Ido, Satoko Yamashita, Rieko Kuroda, Tomoyuki Ishikawa
  • Patent number: 7485705
    Abstract: The purpose of the present invention is to provide a water-soluble tetrazolium compound that will form a water-soluble formazan exhibiting long-wavelength absorption and is stable in aqueous solution for a long period and suitable for the quantitative analysis of dehydrogenases or substrates thereof. Disclosed is a water soluble tetrazolium compound expressed by the following general formula (1): wherein each of R1 to R19 independently represents hydrogen atom; nitro group; sulfonate group or alkyl, alkoxy, sulfoalkyl or sulfoalkyloxy groups having 1 to 4 carbon atoms; provided that each of at least two of R1 to R19 independently represents sulfonate group; or sulfoalkyl or sulfoalkyloxy groups having 1 to 4 carbon atoms; and M represents an alkali metal or ammonium ion.
    Type: Grant
    Filed: July 13, 2004
    Date of Patent: February 3, 2009
    Assignee: Dojindo Laboratories
    Inventors: Yuriko Fukuoka, Ryo Sakamoto, Munetaka Ishiyama
  • Patent number: 6063587
    Abstract: Tetrazolium salt compounds represented by the following general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 independently represent hydrogen atom, nitro group, cyano group, carboxyl group or a halogen atom, preferably nitro group; R.sup.3 represents an alkyl group or an alkoxyl group, preferably methyl group or methoxy group; and M represents an alkali metal or an ammonium. The compounds are useful for quantitative measurement of a dehydrogenase, and characterized to have high water-solubility and excellent storage stability in the state of an aqueous solution.
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: May 16, 2000
    Assignee: Dojindo Laboratories Co., Ltd.
    Inventors: Munetaka Ishiyama, Yoko Miyazono, Masanobu Shiga, Kazumi Sasamoto
  • Patent number: 5891660
    Abstract: An object of the present invention is to inhibit the influence of the reducing substances on the oxidative coloring reaction in biological components.A constitution of the present invention is that a compound having the free radical of the general formula (1) ##STR1## is previously added to the biological sample and then an incubation is carried out.An effect of the present invention is that the influence of the reducing substances on the oxidation reaction can be inhibited and, even when no reducing substance is present, there is no effect on the oxidation reaction.
    Type: Grant
    Filed: May 10, 1996
    Date of Patent: April 6, 1999
    Assignee: Dojindo Laboratories
    Inventors: Masanobu Shiga, Makoto Mizoguchi, Kazumi Sasamoto
  • Patent number: 5536744
    Abstract: This invention offers the compounds which exhibit a coronary blood vessel dilating action which is long-acting.(Constitution)Novel imidazolinoxyl derivatives represented by a general formula (1). A compound A in which R is COOH is given in an example. ##STR1## (Merit) The compounds of the present invention can be directly administered, after diluting to a suitable concentration with a phosphate buffer or the like, to blood vessel which is required to be relaxed and dilated whereby a significant and long-acting relaxing action is resulted though, in a blood flow, they are quickly inactivated and excreted and no side effect is noted.
    Type: Grant
    Filed: December 23, 1994
    Date of Patent: July 16, 1996
    Assignee: Dojindo Laboratories
    Inventors: Ken Okumura, Ryusuke Tsunoda, Hiroshi Maeda, Takaaki Akaike, Keizo Sato, Kazumi Sasamoto, Yoshiki Katayama
  • Patent number: 5264622
    Abstract: Novel water-soluble methylenebis(dialkylaniline) derivatives of the following general formula and salts thereof are disclosed. They are useful as dye-forming substances in quantitative determination of peroxides in the copresence of peroxidase or the like. ##STR1## In the formula, R.sub.1 is hydrogen or a substituent selected from lower alkyl and C.sub.2-3 sulfoalkyl or hydroxysulfoalkyl; R.sub.2 is C.sub.2-3 sulfoalkyl or hydroxysulfoalkyl; and R.sub.3 is lower alkyl.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: November 23, 1993
    Assignee: Dojindo Laboratories
    Inventor: Makoto Mizoguchi
  • Patent number: 5262526
    Abstract: A fluorescent compound, which is readily capable of forming a stable complex with a rare-earth metal ion having fluorescence with satisfactory intensity even in an aqueous system and long fluorescence lifetime when formed a complex with the rare-earth metal ion, a complex of the fluorescent compound and the rare-earth metal ion, and a labelled reagent made therefrom, together with a specific binding assay using said labelling agent.A fluorescent compound expressed by the following formula A, typically exemplified by 2,15-diaza[3,3](2,9)-1,10-phenanthrolinophane-N.sup.2,N.sup.15 -diacetic acid.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: November 16, 1993
    Assignees: Dojindo Laboratories, Mochida Pharmaceutical Co., Ltd.
    Inventors: Kazumi Sasamoto, Daikichi Horiguchi, Masahiro Nobuhara, Hiroshi Mochizuki
  • Patent number: 4396714
    Abstract: N-sulfoalkylaniline derivatives in which at least one sulfoalkyl of 2 to 4 carbon atoms is attached to the nitrogen atom which are useful as dyestuff forming substances, a composition for determining the presence of peroxides using such compounds and the process for determination of peroxides using such compounds.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: August 2, 1983
    Assignee: Dojindo Laboratories
    Inventors: Masanobu Maeda, Yuko Murao
  • Patent number: 4201548
    Abstract: A method for detecting and determining a volatile or volatilizable substance in an aqueous solution or liquid and an apparatus employed for this method are disclosed. The volatile component, vaporized from the solution through a water repellent and gas permeable membrane, is brought into contact with a dried or partially dried transparent film-like color developing carrier which is provided adjacent to the membrane, and the determination is carried out by the degree of color-change of the carrier. The apparatus comprises a cover plate with sample holes, a membrane, a color developing carrier, and a cover plate with observation windows. The members are fitted tightly together to form a single composite layer.
    Type: Grant
    Filed: January 23, 1978
    Date of Patent: May 6, 1980
    Assignee: Dojindo Laboratory & Co., Ltd.
    Inventors: Katsuki Tamaoku, Keishi Nakahara, Hideo Sumiyoshi, Masahiro Tachibana