Oxidation mechanism of vitamin E analogue (Trolox C, 6-hydroxy-2,2,5,7,8-pentamethylchroman) and vitamin E by horseradish peroxidase and myoglobin.

Abstract:

:The oxidation of 6-hydroxy-2,2,5,7,8-pentamethylchroman, Trolox C, and alpha-tocopherol by horseradish peroxidase was examined by stopped-flow and ESR experiments. The catalytic intermediate of horseradish peroxidase during the oxidation of vitamin E analogues and vitamin E was invariably Compound II, and rate constants for the rate-determining step decreased in the order 6-hydroxy-2,2,5,7,8-pentamethylchroman > Trolox C > alpha-tocopherol. The formation of phenoxyl radicals from substrates was verified with ESR and was followed optically. Resulting 6-hydroxy-2,2,5,7,8-pentamethylchroman and Trolox C radicals decayed through a dismutation reaction, followed by formation of the quinoid form via a transient intermediate. The sequence of events after formation of 6-hydroxy-2,2,5,7,8-pentamethylchroman and Trolox C radicals was similar to that observed by pulse radiolysis (Thomas, M. J., and Bielski, B. H. J. (1989). J. Am. Chem. Soc. 111, 3315-3319). Final oxidation products of 6-hydroxy-2,2,5,7,8-pentamethylchroman and Trolox C were identified as the quinoid forms and were obtained quantitatively whether or not the analogue had a carboxyl or methyl group at the 2-position of chroman ring. In contrast, enzymatic oxidation of alpha-tocopherol gave alpha-tocopherol quinone in very low yield. Conversion of 6-hydroxy-2,2,5,7,8-pentamethylchroman, Trolox C, and alpha-tocopherol to the corresponding quinones was also catalyzed by metmyoglobin in a reaction completely inhibited by ascorbate.

journal_name

Arch Biochem Biophys

authors

Nakamura M,Hayashi T

doi

10.1016/0003-9861(92)90280-a

subject

Has Abstract

pub_date

1992-12-01 00:00:00

pages

313-9

issue

2

eissn

0003-9861

issn

1096-0384

pii

0003-9861(92)90280-A

journal_volume

299

pub_type

杂志文章
  • PHK from phenol hydroxylase of Pseudomonas sp. OX1. Insight into the role of an accessory protein in bacterial multicomponent monooxygenases.

    abstract::Bacterial multicomponent monooxygenases (BMMs) are members of a wide family of diiron enzymes that use molecular oxygen to hydroxylate a variety of aromatic compounds. The presence of genes encoding for accessory proteins not involved in catalysis and whose role is still elusive, is a common feature of the gene cluste...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2010.09.023

    authors: Izzo V,Leo G,Scognamiglio R,Troncone L,Birolo L,Di Donato A

    更新日期:2011-01-01 00:00:00

  • Omentin-1 attenuates lipopolysaccharide (LPS)-induced U937 macrophages activation by inhibiting the TLR4/MyD88/NF-κB signaling.

    abstract::Macrophages play a pivotal role in the defense response against harmful pathogens and stimuli by releasing various pro-inflammatory mediators. However, overproduction of pro-inflammatory mediators will do harm to the organism and cause inflammation-associated diseases. Omentin-1, which is a newly discovered adipokine,...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2019.108187

    authors: Wang J,Gao Y,Lin F,Han K,Wang X

    更新日期:2020-01-15 00:00:00

  • Hydroxyl radical generation during mitochondrial electron transfer and the formation of 8-hydroxydesoxyguanosine in mitochondrial DNA.

    abstract::Production of hydroxyl radicals (HO.) by substrate-supplemented beef heart submitochondrial particles was studied by electron paramagnetic resonance in conjunction with the spin trap 5,5'-dimethyl-1-pirroline-N-oxide (DMPO). Supplementation of submitochondrial particles with NADH or succinate in the presence of antimy...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1995.1122

    authors: Giulivi C,Boveris A,Cadenas E

    更新日期:1995-02-01 00:00:00

  • Comparison of denaturation of tryptophan synthase alpha-subunits from Escherichia coli, Salmonella typhimurium, and an interspecies hybrid.

    abstract::Guanidine hydrochloride-induced denaturation and thermal denaturation of three kinds of tryptophan synthase alpha subunit have been compared by circular dichroism measurements. The three alpha subunits are from Escherichia coli, Salmonella typhimurium, and an interspecies hybrid in which the C-terminal domain comes fr...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(84)90174-7

    authors: Yutani K,Sato T,Ogasahara K,Miles EW

    更新日期:1984-03-01 00:00:00

  • Intracellular mechanisms of hypoxia-induced calcium increase in rat sensory neurons.

    abstract::Elevation of cytosolic level of Ca(2+) was measured by spatial screening of freshly isolated dorsal root ganglion neurons loaded with Fura-2AM after subjecting them to a moderate hypoxic solution (pO(2)=10-40 mmHg). Short exposure of neurons to hypoxia resulted in a reversible elevation of intracellular Ca(2+) to abou...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/s0003-9861(02)00682-3

    authors: Lukyanetz EA,Stanika RI,Koval LM,Kostyuk PG

    更新日期:2003-02-15 00:00:00

  • Diphtheria toxin induces leakage of acidic liposomes.

    abstract::Diphtheria toxin (DT) induces the leakage of dipalmitoylphosphatidic acid (DPPA) membranes but not neutral dipalmitoylphosphatidylcholine (DPPC) membranes. Cholesterol incorporated into liposomes enhances the membrane leakage induced by DT in acidic DPPA membranes but not in neutral DPPC membranes. Membrane leakage wa...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(84)90317-5

    authors: Lai CS,Kushnaryov V,Panz T,Basosi R

    更新日期:1984-10-01 00:00:00

  • WITHDRAWN: Interaction of FGF1 with a novel anti-angiogenic drug SSR128129E.

    abstract::This article has been withdrawn at the request of the author(s) and/or editor. The Publisher apologizes for any inconvenience this may cause. The full Elsevier Policy on Article Withdrawal can be found at http://www.elsevier.com/locate/withdrawalpolicy. ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2012.05.020

    authors: Mohan SK,Rani SG,Chiu IM,Yu C

    更新日期:2012-06-05 00:00:00

  • Galactosylsphingosine inhibition of the broad-specificity cytosolic beta-glucosidase of human liver.

    abstract::Glucosylsphingosine is a potent inhibitor of lysosomal glucocerebrosidase and the broad-specificity, cytosolic beta-glucosidase of human liver. In the present study, it was demonstrated that the broad-specificity beta-glucosidase was also inhibited by galactosylsphingosine. The inhibition was observed when the enzyme ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(85)90672-1

    authors: LaMarco KL,Glew RH

    更新日期:1985-02-01 00:00:00

  • Cytochromes P450 2C1/2 and P450 2E1 are retained in the endoplasmic reticulum membrane by different mechanisms.

    abstract::Cytochrome P450 (P450) 2C1/2 contains redundant endoplasmic reticulum (ER) retention signals and is excluded from the recycling pathway. Other P450s, such as P450 2E1, have been detected in the plasma membrane and Golgi apparatus. To examine whether the mechanisms of ER retention might differ for P450 2C1/2 and P450 2...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1999.1628

    authors: Szczesna-Skorupa E,Chen CD,Kemper B

    更新日期:2000-02-15 00:00:00

  • Amino acid sequence and glycosylation of functional unit RtH2-e from Rapana thomasiana (gastropod) hemocyanin.

    abstract::The complete amino acid sequence of Rapana thomasiana hemocyanin functional unit RtH2-e was determined by direct sequencing and matrix-assisted laser desorption ionization mass spectrometry of peptides obtained by cleavage with EndoLysC proteinase, chymotrypsin, and trypsin. The single-polypeptide chain of RtH2-e cons...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2001.2741

    authors: Stoeva S,Idakieva K,Betzel C,Genov N,Voelter W

    更新日期:2002-03-15 00:00:00

  • Reflections on the role of senescence during development and aging.

    abstract::New and stimulating results have challenged the concept that cellular senescence might not be synonymous with aging. It is indisputable that during aging, senescent cell accumulation has an impact on organismal health. Nevertheless, senescent cells are now known to display physiological roles during embryonic developm...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章,评审

    doi:10.1016/j.abb.2016.04.004

    authors: Triana-Martínez F,Pedraza-Vázquez G,Maciel-Barón LA,Königsberg M

    更新日期:2016-05-15 00:00:00

  • Effect of cis-platinum on kidney cytochrome P-450 and heme metabolism: evidence for the regulatory role of the pituitary hormones.

    abstract::A novel action of the gonadotropic hormones of the adenohypophysis on the regulation of kidney heme metabolism and cytochrome P-450 concentrations is described. The treatment of rats with cis-platinum for 7 days caused a greater than twofold increase in the microsomal cytochrome P-450 and heme concentrations in the ki...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(85)90007-4

    authors: Jollie DR,Maines MD

    更新日期:1985-07-01 00:00:00

  • The effect of ATP concentration on the rate of actin polymerization.

    abstract::It was found that the rate of polymerization of G-actin increased with the decrease of ATP concentration. When excess ATP was replaced by chloride through anion-exchange treatment, the extent of actin polymerization did not change provided that the ionic strength was raised immediately after the treatment. In the mean...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(83)90426-5

    authors: Fung BM,Eyob E

    更新日期:1983-02-01 00:00:00

  • Identification of a topology control domain in the tetracycline resistance protein.

    abstract::Two N-terminal fusion proteins combining Escherichia coli maltose-binding protein (MBP) and the 12-transmembrane-segment pBR322 tetracycline resistance protein (Tet) have been constructed to determine the strength and location of topology control signals within the N-terminal portion of the Tet protein. The fusions co...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1995.1487

    authors: Miller KW,Jewell JE

    更新日期:1995-10-01 00:00:00

  • Human mitochondrial aldehyde dehydrogenase substrate specificity: comparison of esterase with dehydrogenase reaction.

    abstract::Substrate specificity of human mitochondrial low Km aldehyde dehydrogenase (EC 1.2.1.3) E2 isozyme has been investigated employing p-nitrophenyl esters of acyl groups of two to six carbon atoms and comparing with that of aldehydes of one to eight carbon atoms. The esterase reaction was studied under three conditions: ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(92)90239-s

    authors: Mukerjee N,Pietruszko R

    更新日期:1992-11-15 00:00:00

  • Papillomavirus binding factor (PBF)-mediated inhibition of cell growth is regulated by 14-3-3beta.

    abstract::The cellular factor, papillomavirus (PV)-binding factor (PBF)/Huntington's disease binding protein 2 (HDBP2), was identified by its ability to bind regulatory sequences of certain papillomavirus types as well as the Huntington's disease gene. PBF is thought to be a novel nuclear-shuttling transcription factor with unk...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2007.04.017

    authors: Sichtig N,Silling S,Steger G

    更新日期:2007-08-01 00:00:00

  • Filamentous actin binding ability of cortactin isoforms is responsible for their cell-cell junctional localization in epithelial cells.

    abstract::Cortactin is an F-actin binding protein that contributes to cytoskeleton remodelling. We identified five isoforms of mouse cortactin that differ in the number of tandem 37-amino acid repeats, named cortactin repeats. The transcription of minor isoforms with 4.5, 3.5 or 2.5 cortactin repeats was low in most adult tissu...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2004.04.015

    authors: Katsube T,Togashi S,Hashimoto N,Ogiu T,Tsuji H

    更新日期:2004-07-01 00:00:00

  • Evidence for a glycosaminoglycan chain on a portion of articular cartilage fibronectins.

    abstract::Fibronectin heterogeneity is, in part, the result of post-translational modifications. In these experiments, cartilage fibronectins were purified by anion exchange chromatography, followed by gelatin affinity chromatography or immunoprecipitation, and, finally, sodium dodecyl sulfate--polyacrylamide gel electrophoresi...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1993.1517

    authors: Burton-Wurster N,Lust G

    更新日期:1993-11-01 00:00:00

  • Differential inhibition of fungal amd mammalian squalene epoxidases by the benzylamine SDZ SBA 586 in comparison with the allylamine terbinafine.

    abstract::The allylamine class of antifungal compounds are specific inhibitors of squalene epoxidase (SE). However, depending on their chemical structure, allylamine derivatives can be highly selective for either fungal or mammalian SEs. All allylamines tested previously, irrespective of their selectivity, inhibit fungal SEs in...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1997.9908

    authors: Favre B,Ryder NS

    更新日期:1997-04-15 00:00:00

  • Paracrine regulation of neural stem cells in the subependymal zone.

    abstract::Stem cells maintain their self-renewal and multipotency capacities through a self-organizing network of transcription factors and intracellular pathways activated by extracellular signaling from the microenvironment or "niche" in which they reside in vivo. In the adult mammalian brain new neurons continue to be genera...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章,评审

    doi:10.1016/j.abb.2012.10.001

    authors: Porlan E,Perez-Villalba A,Delgado AC,Ferrón SR

    更新日期:2013-06-01 00:00:00

  • Overexpression of DRG2 suppresses the growth of Jurkat T cells but does not induce apoptosis.

    abstract::Developmentally regulated GTP-binding protein (DRG) is a new subfamily within the superfamily of GTP-binding proteins. Its expression is regulated during embryonic development. To investigate the effect of the expression of DRG2 on cell growth, we constructed a human Jurkat-T-cell line that overexpresses DRG2. Overexp...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2003.12.028

    authors: Ko MS,Lee UH,Kim SI,Kim HJ,Park JJ,Cha SJ,Kim SB,Song H,Chung DK,Han IS,Kwack K,Park JW

    更新日期:2004-02-15 00:00:00

  • Deletion mutation analysis on C-terminal domain of plant vacuolar H(+)-pyrophosphatase.

    abstract::Vacuolar H(+)-translocating inorganic pyrophosphatase (V-PPase; EC 3.6.1.1) is a homodimeric proton-translocase; it contains a single type of polypeptide of approximately 81kDa. A line of evidence demonstrated that the carboxyl terminus of V-PPase is relatively conserved in various plant V-PPases and presumably locate...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2005.08.010

    authors: Lin HH,Pan YJ,Hsu SH,Van RC,Hsiao YY,Chen JH,Pan RL

    更新日期:2005-10-15 00:00:00

  • Lithium restores glycogen synthesis from glucose in hepatocytes from diabetic rats.

    abstract::In hepatocytes incubated in the presence of 20 mM glucose, strong stimulation of glycogen synthesis by LiCl was observed in cells from both normal and streptozotocin-induced diabetic rats. This stimulation was concentration- and time-dependent, and it was related to an increase in the glycogen synthase activity ratio....

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1993.1164

    authors: Rodriguez-Gil JE,Guinovart JJ,Bosch F

    更新日期:1993-03-01 00:00:00

  • The role of low (< or = 1 mM) phosphate concentrations in regulation of mitochondrial permeability: modulation of matrix free Ca2+ concentration.

    abstract::Under a variety of conditions, the permeability of the inner mitochondrial membrane to small solutes can be nonselectively increased. A classic mitochondrial permeability transition (MPT) was originally identified based on its dependence on matrix Ca2+ and its extreme sensitivity to cyclosporin A (CsA). It is now clea...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1998.1039

    authors: Kushnareva YE,Haley LM,Sokolove PM

    更新日期:1999-03-01 00:00:00

  • Interaction and inhibition of acetylcholinesterase from Electrophorus electricus by nitrosamines.

    abstract::Kinetic analysis has shown that dimethylnitrosamine, dipropylnitrosamine, dibutylnitrosamine, and diphenylnitrosamine initially act as reversible competitive inhibitors with respect to the substrate, acetylthiocholine chloride. The inhibitor constants Ki vary from 21-30 microM for the aliphatic nitrosamines to 8.2 mic...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(90)90500-x

    authors: Shuttleworth B,de Villiers DL,Whiteley CG

    更新日期:1990-06-01 00:00:00

  • Selective induction of heme oxygenase-1 isozyme in rat testis by human chorionic gonadotropin.

    abstract::A radioimmunoassay was developed to assess the response of testicular HO-1 to agents known to increase the microsomal heme oxygenase activity. Treatment of rats with human chorionic gonadotropin (hCG) increased the microsomal heme oxygenase activity in rat testis. The following data suggest that the increase was speci...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(89)90569-9

    authors: Kutty RK,Maines MD

    更新日期:1989-01-01 00:00:00

  • Metabolism of cyanide by Phanerochaete chrysosporium.

    abstract::The oxidation of veratryl alcohol (3,4-dimethoxybenzyl alcohol) by lignin peroxidase H2 (LiP H2) from the white rot fungus Phanerochaete chrysosporium was strongly inhibited by sodium cyanide. The I50 was estimated to be about 2-3 microM. In contrast, sodium cyanide binds to the native enzyme with an apparent sodium c...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(91)90604-h

    authors: Shah MM,Grover TA,Aust SD

    更新日期:1991-10-01 00:00:00

  • The effects of fur on the transcriptional and post-transcriptional regulation of MnSOD gene (sodA) in Escherichia coli.

    abstract::Earlier studies have shown that the Fur (ferric uptake regulation) protein acts as an anaerobic/aerobic repressor of MnSOD (sodA) expression. We found that the aerobic expression of sodA::lacZ fusion in a Fur- background to be threefold higher than in a Fur+ background. This effect of fur mutation was not seen in a st...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1994.1115

    authors: Schrum LW,Hassan HM

    更新日期:1994-03-01 00:00:00

  • Effect of dihydrocaffeic acid on UV irradiation of human keratinocyte HaCaT cells.

    abstract::Dihydrocaffeic acid, a dietary constituent and a microbial metabolite of flavonoids, is an antioxidant, but few biological effects have been examined. After its production by microflora in the colon, dihydrocaffeic acid is absorbed and found in plasma as a combination of free and metabolized forms. Excess solar UV rad...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2008.01.019

    authors: Poquet L,Clifford MN,Williamson G

    更新日期:2008-08-15 00:00:00

  • Investigation of the mechanism of nicotine demethylation in Nicotiana through 2H and 15N heavy isotope effects: implication of cytochrome P450 oxidase and hydroxyl ion transfer.

    abstract::Heavy-atom isotope effects for the N-demethylation of nicotine have been determined in vivo in static-phase biosynthetically incompetent plant cell cultures of Nicotiana species. A (2)H kinetic isotope effect of 0.587 and a (15)N kinetic isotope effect of 1.0028 were obtained. An identical (15)N kinetic isotope effect...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2006.12.013

    authors: Molinié R,Kwiecień RA,Paneth P,Hatton W,Lebreton J,Robins RJ

    更新日期:2007-02-15 00:00:00