Chemical reactivity of the nucleic acid bases. I. Antioxidative ability of the nucleic acids and their related substances on the oxidation of unsaturated fatty acids

Matsushita, Setsuro; Ibuki, Fumio; Aoki, Akiji

doi:10.1016/0003-9861(63)90253-4

Cited by 70 publications

(21 citation statements)

References 4 publications

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“…In addition, hydrogen peroxide is generated during iphagocytosis (10)(11)(12)(13). This compound is known to attack polyunsaturated fatty acids (14)(15)(16)(17). Thus, both the p)referential utilization of triglyceride fatty acid for reacylation and the generation of hydrogen peroxide in the white cell during phagocytosis could produce a net increase in the percentage of saturated fatty acids in the membranes of these cells.…”

Section: Introductionmentioning

confidence: 99%

Remodeling of Granulocyte Membrane Fatty Acids During Phagocytosis

Smolen¹,

Shohet²

1974

J. Clin. Invest.

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Section: Introductionmentioning

confidence: 99%

Remodeling of Granulocyte Membrane Fatty Acids During Phagocytosis

Smolen¹,

Shohet²

1974

J. Clin. Invest.

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“…It protects ascorbate from iron-catalyzed and copper-catalyzed oxidation by binding to the metals in the form of urate metal ion complexes [16,17]. It also protects DNA from superoxide and peroxy radicals that are generated from the essential respiratory metabolic function of burning O 2 [18], and unsaturated fatty acids from air oxidation [19,20]. However, excessive amounts of uric acid in the blood plasma cause gout [7,21,22], and it is also found in kidney stones [22].…”

mentioning

confidence: 98%

A theoretical study of the structure and properties of uric acid: A potent antioxidant

Allen

Shukla

Leszczyński

2004

Int J of Quantum Chemistry

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ABSTRACT:A detailed study of tautomeric properties of uric acid, its different anions, and radical species was performed at the DFT level, employing B3LYP functional and the 6-311ϩϩG(d,p) basis set. Single-point energy calculations were also performed at the MP2 level using B3LYP/6-311ϩϩG(d,p) optimized geometries and the cc-pVTZ and 6-311ϩϩG(d,p) basis sets. The effect of aqueous solvation on the relative stability of the neutral and anionic species was investigated using Tomasi's polarized continuum model. The keto form of the molecule was found to be the most stable in the gas phase and in aqueous medium. The proton transfer barrier height was also computed. The gas-phase barrier height is high; however, the inclusion of a water molecule in the proton transfer reaction path reduces the barrier significantly. Among monoanions of uric acid, the species obtained by the deprotonation of the N 3 site is the most stable, whereas among dianions, the anion obtained by deprotonation of both N 3 and N 9 sites is the most stable both in the gas phase and in aqueous medium. It appears that both forms of radicals UAN 3• and UAN 9• would exist. Among radical anions, the species obtained by the dehydrogenation of the N 3 site of the N 7 anion (the N 7 anion was obtained by deprotonation of the N 7 site of uric acid) is the most stable in the gas phase and in aqueous solution. The molecular electrostatic potential, ionization potential, and electron affinity are also reported.

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“…Uric acid is also an important radical-scavenging antioxidant (17,18) and its concentration in the plasma is even higher, 160-450nmol/ml.…”

Section: Oxidation In Blood and Their Inhibitionmentioning

confidence: 99%

Inhibition of Oxidative Modification of Low Density Lipoprotein by Antioxidants

Niki

Noguchi

Gotoh

1993

Journal of Nutritional Science and Vitaminology, J Nutr Sci Vit

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Summary Oxidation of LDL induced by free radicals proceeds by a chain mechanism to give phosphatidylcholine hydroperoxides and cholesterol ester hydroperoxides as the major primary products. In addition, apolipoprotein B100 is also oxidized. Various antioxidants suppress the oxidative modification of LDL. Water-soluble radical scavenging antioxidants such as vitamin C and uric acid act as the first defense to suppress the chain initiation. Lipophilic radical-scavenging antioxidants in LDL such as vitamin E and ubiquinol scavenge radicals attacking from outside and also within the LDL.The overall importance and potency of antioxidants depend not only on chemical reactivity but also on the physical factors such as location and mobility at the microenvironment in LDL.

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Chemical reactivity of the nucleic acid bases. I. Antioxidative ability of the nucleic acids and their related substances on the oxidation of unsaturated fatty acids

Cited by 70 publications

References 4 publications

Remodeling of Granulocyte Membrane Fatty Acids During Phagocytosis

Remodeling of Granulocyte Membrane Fatty Acids During Phagocytosis

A theoretical study of the structure and properties of uric acid: A potent antioxidant

Inhibition of Oxidative Modification of Low Density Lipoprotein by Antioxidants

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