- Chemical behavior of coenzyme PQQ toward aminoguanidine: Redox reaction and adduct formation
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The reaction of coenzyme PQQ with aminoguanidine, which is known as an inhibitor of quinoprotein amine oxidases, was investigated in vitro. The redox reaction predominantly proceeded at pH 10.0 to give PQQH2 (quinol), whereas deactivation of PQQ occurred at pH 6.7 to give the triazine adduct. In the case of semicarbazide or acetohydrazide as the substrate, azo adduct formation was mainly observed even at pH 10.0. Importance of the C-5 carbinolamine-type intermediate a is discussed.
- Mure,Nu,Itoh,Ohshiro
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Read Online
- METHOD OF INDUCING AUTOPHAGY
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The present invention provides a method of inducing autophagy, the method including administering to a subject an effective amount of a pyrroloquinoline quinone compound or a salt thereof.
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Paragraph 0041
(2018/06/09)
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- LIFE-EXTENDING AGENT, LIFE EXTENSION METHOD USING THE LIFE-EXTENDING AGENT, NOVEL DUAL OXIDASE ACTIVATOR, METHOD FOR ACTIVATING DUAL OXIDASE, PRODUCTION OF LIFE-EXTENDING AGENT, AND PRODUCTION OF DUAL OXIDASE ACTIVATOR
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The present invention provides a life-extending agent comprising pyrroloquinoline quinone and/or a derivative of the pyrroloquinoline quinone.
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Paragraph 0124
(2017/10/26)
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- 4,5-disubstituted-1-hydro-pyrrole(2,3-f)quinoline-2,7,9-tricarboxylate compound and application
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The invention discloses a 4,5-disubstituted-1-hydro-pyrrole(2,3-f)quinoline-2,7,9-tricarboxylate compound and analogues or derivatives thereof. The structure of the compound is shown as a formula I, and the structural formula is as shown in the specification. In the formula, R1 and R4 are respectively and independently selected from the following atoms or groups: hydrogen, linear or branched C1-8 alkyl, deuterated linear or branched C1-8 alkyl, aralkyl or substituted aryl radical; R2 is independently selected from the following atoms or groups: halogen, linear or branched C1-8 alkoxy and deuterated linear or branched C1-8 alkoxy; and R3 is independently selected from the following atoms or groups: linear or branched C1-8 alkoxy and deuterated linear or branched C1-8 alkoxy. The compound can serve as a reaction intermediate for synthesizing PQQ (Pyrroloquinoline Quinone), and the oxidizing agent process adopting CAN in the PQQ synthesis in the conventional patent and literature is replaced. Therefore, the whole process is cheap and high-efficiency.
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- PRODUCTION METHOD OF REDUCED PYRROLOQUINOLINE QUINONE
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An object of the present invention is to provide a method for conveniently producing reduced pyrroloquinoline quinone from oxidized pyrroloquinoline quinone without needing expensive equipment, and a method for stabilizing reduced pyrroloquinoline quinone. According to the present invention, high-quality reduced pyrroloquinoline quinone can be obtained conveniently and efficiently in a manner suitable for industrial-scale production by mixing pyrroloquinoline quinone and ascorbic acid in a solvent.
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Page/Page column 5
(2013/02/27)
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- Kinetic study of the antioxidant activity of pyrroloquinolinequinol (PQQH2, a reduced form of pyrroloquinolinequinone) in micellar solution
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Kinetic study of the aroxyl radical-scavenging action of pyrroloquinolinequinol [PQQH2, a reduced form of pyrroloquinolinequinone (PQQ)] and water-soluble antioxidants (vitamin C, cysteine, glutathione, and uric acid) has been performed. The se
- Ouchi, Aya,Nakano, Masahiko,Nagaoka, Shin-Ichi,Mukai, Kazuo
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body text
p. 450 - 456
(2010/02/28)
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- The reaction of Coenzyme PQQ with Hydrazines
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The reaction of coenzyme PQQ with hydrazines, which are known to be inhibitors of quinoprotein amine oxidases, has been investigated in vitro.Only the redox reaction is observed in the reaction with phenylhydrazine, methylhydrazine, N,N-dimethylhydrazine,
- Mure, Minae,Nii, Kazumi,Inoue, Teruhisa,Itoh, Shinobu,Ohshiro, Yoshiki
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p. 315 - 320
(2007/10/02)
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- Reaction of Methoxatin and 9-Decarboxymethoxatin with Benzylamine. Dynamics and Products
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The pH dependence of kinetics and products in the oxidation of benzylamine by methoxatin (1a) and 9-decarboxymethoxatin (1b) has been determined as has the pH dependence of the hydration of 1a and 1b (25 deg C in water, μ = 1.0 with KCl).The hydration equ
- Rodriguez, Evelyn J.,Bruice, Thomas C.
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p. 7947 - 7956
(2007/10/02)
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- Kinetic Studies of the Oxidation of Thiols by Coenzyme PQQ
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Kinetic studies on the oxidation of thiols by coenzyme PQQ are carried out under anaerobic conditions.A bell-shaped pH-rate profile having a maximum rate at around pKa of the thiol is observed.The rate-determining step changes between acidic and basic sides of the profile indicating the existence of at least one intermediate in the course of the reaction.
- Itoh, Shinobu,Kato, Noboyuki,Mure, Minae,Ohshiro, Yoshiki
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p. 420 - 422
(2007/10/02)
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- Reaction of Reduced PQQ (PQQH2) and Molecular Oxygen
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Reduced PQQ (PQQH2) is prepared by the reaction of PQQ with thiophenol, 1-benzyl-1,4-dihydronicotinamide (BNAH), sodium dithionite, or sodium borohydride.Oxidation of PQQH2 to PQQ by molecular oxygen in aqueous solutions is investigated kinetically.The oxidation is accelerated gradually with proceeding of the reaction, which may be attributed to the side reaction of PQQH2 and H2O2 produced by the reaction of PQQH2 and O2.As in fact, the yield of H2O2 is found to be 50percent based on PQQH2.Initial rate is first-order in oxygen concentration.The pH-rate profile suggests that an active species in the reaction is PQQH-.Autocatalysis of O2-. and PQQ itself is scarcely detected in this reaction.The mechanism of the oxidation is also discussed.
- Itoh, Shinobu,Ohshiro, Yoshiki,Agawa, Toshio
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p. 1911 - 1914
(2007/10/02)
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- Kinetics and Mechanism of the Oxidative Deamination of Amines by Coenzyme PQQ
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Kinetic studies on the oxidative deamination of amines by coenzyme PQQ are carried out under anaerobic conditions.The reaction is first-order in the appearance of the reduced PQQ and in the total amine concentrations.A large kinetic isotope effect (kH/kD=7.24) in the oxidation of α,α-dideuteriobenzylamine indicates that the C-H bond cleavage is a rate-determining step.From the results of formation of two types of reduced PQQ (quinol and aminophenol) and low reactivities of secondary and tertiary amines, we propose the mechanism via covalent addition of the amine to the quinone followed by rate-limiting α-proton removal.
- Itoh, Shinobu,Kitamura, Yutaka,Ohshiro, Yoshiki,Agawa, Toshio
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p. 1907 - 1910
(2007/10/02)
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- CATALYTIC OXIDATION OF THIOLS BY COENZYME PQQ
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Oxidation of thiols by coenzyme PQQ as a new enzymatic oxidation-reduction model was found to proceed catalytically under aerobic conditions to give corresponding disulfides.
- Itoh, Shinobu,Kato, Nobuyuki,Ohshiro, Yoshiki,Agawa, Toshio
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p. 135 - 136
(2007/10/02)
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