Mechanism of delta-aminolevulinate dehydratase inhibition by phenyl selenoacetylene involves its conversion to diphenyl diselenide.

Abstract:

:The mechanism of delta-aminolevulinate dehydratase (delta-ALA-D) inhibition by phenyl selenoacetylene in vitro was investigated in this study. Phenyl selenoacetylene (40-400 microM) inhibition of delta-aminolevulinate dehydratase from rat liver (low speed supernatant fraction, S1 fraction) was partially prevented by incubation under argon atmosphere and completely prevented by dithiothreitol. After incubation with S1 fraction from rat liver or cysteine (40 mM), phenyl selenoacetylene was partially converted into diphenyl diselenide, which is a stronger inhibitor of delta-aminolevulinate dehydratase than phenyl selenoacetylene. Diphenyl diselenide increased the rate of oxidation of -SH groups, while phenyl selenoacetylene did not affect such oxidation. delta-Aminolevulinate dehydratase purified from bovine liver (Sigma) was less sensitive to phenyl selenoacetylene and diphenyl diselenide than the enzyme from S1 fraction. We propose that the lower sensitivity of purified enzyme to selenides could be related to the formation of selenols due to the presence of dithiothreitol (a reducing agent) in the incubation medium. In agreement, incubation of purified enzyme (Sigma) with diphenyl diselenide (2 microM) and sodium borohydride (a reducing agent) under argon atmosphere significantly increased enzyme activity. Results obtained suggest that delta-aminolevulinate dehydratase inhibition by phenyl selenoacetylene is dependent on its conversion into diphenyl diselenide that induces oxidation of essential -SH groups of delta-aminolevulinate dehydratase. We propose that oxygen could be important in the regeneration of diphenyl diselenide leading to a catalytic oxidation of the enzyme.

journal_name

Toxicology

journal_title

Toxicology

authors

Folmer V,Bolzan RC,Farina M,Zeni G,Nogueira CW,Emanuelli T,Rocha JB

doi

10.1016/j.tox.2004.08.001

keywords:

subject

Has Abstract

pub_date

2005-01-31 00:00:00

pages

403-11

issue

3

eissn

0300-483X

issn

1879-3185

pii

S0300-483X(04)00455-X

journal_volume

206

pub_type

杂志文章
  • Mutagenicity of bromate: implications for cancer risk assessment.

    abstract::Bromate (BrO3-) is a rodent carcinogen that is formed as a drinking water ozone disinfection by-product and also used in some food and consumer products. Therefore, bromate is subject to assessment for its risk to humans. Because the selection of an appropriate model for conducting quantitative cancer risk assessment ...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2005.12.018

    authors: Moore MM,Chen T

    更新日期:2006-04-17 00:00:00

  • Diet and prostate cancer.

    abstract::The importance of dietary factors for prostate carcinogenesis has been proven by epidemiological studies of immigrants from Asia into the USA. Intake of foodstuffs rich in fat, including meat, is suggested to be a risk factor. Experimentally, while some studies demonstrated high fat intake to promote rat prostate carc...

    journal_title:Toxicology

    pub_type: 杂志文章,评审

    doi:10.1016/s0300-483x(02)00260-3

    authors: Shirai T,Asamoto M,Takahashi S,Imaida K

    更新日期:2002-12-27 00:00:00

  • Evaluation of the potential immunotoxicity of chlorinated drinking water in mice.

    abstract::Recent epidemiological studies have reported associations between the consumption of chlorinated drinking water and various types of human cancer; in addition, exposure to chlorine (Cl-) in drinking water has been reported to suppress certain immune functions in laboratory animals. The current studies were conducted t...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/s0300-483x(97)00163-7

    authors: French AS,Copeland CB,Andrews DL,Wiliams WC,Riddle MM,Luebke RW

    更新日期:1998-01-16 00:00:00

  • Activity and gene expression profile of certain antioxidant enzymes to microcystin-LR induced oxidative stress in mice.

    abstract::Microcystins are cyclic heptapeptide toxins produced by certain strains of Microcystis aeruginosa and microcystin-LR (MC-LR) is the most toxic among the 70 variants isolated so far. These toxins have been implicated in both human and livestock mortality. In the present study we investigated the microcystin-LR induced ...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2005.12.007

    authors: Jayaraj R,Anand T,Rao PV

    更新日期:2006-03-15 00:00:00

  • Decreased uptake and altered subcellular disposition of testicular cadmium as possible mechanisms of resistance to cadmium-induced testicular necrosis in inbred mice.

    abstract::Mechanisms responsible for resistance to Cd-induced testicular necrosis in inbred mice were investigated using strains resistant (A/J) or susceptible (129/J) to Cd-induced testicular damage. Cadmium accumulation was measured in testes of both strains 15 min, 30 min, 1 h, 2 h, 6 h, 12 h and 24 h after intravenous injec...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(84)90126-4

    authors: Chellman GJ,Shaikh ZA,Baggs RB

    更新日期:1984-03-01 00:00:00

  • Molecular pathological analysis on the mechanism of liver carcinogenesis in dicyclanil-treated mice.

    abstract::To investigate the mechanism of hepatocarcinogenesis due to dicyclanil (DC), an insect growth regulator for sheep, histopathological and molecular biological analyses were performed in the liver of male ICR mice fed on a diet containing 1500 ppm of DC for 2 weeks (Experiment I; Exp. I). In gene expression analyses usi...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2004.10.011

    authors: Moto M,Okamura M,Muto T,Kashida Y,Machida N,Mistumori K

    更新日期:2005-02-28 00:00:00

  • Liver tumor induction in B6C3F1 mice by dichloroacetate and trichloroacetate.

    abstract::Male and female B6C3F1 mice were administered dichloroacetate (DCA) and trichloroacetate (TCA) in their drinking water at concentrations of 1 or 2 g/l for up to 52 weeks. Both compounds induced hepatoproliferative lesions (HPL) in male mice, including hepatocellular nodules, adenomas and hepatocellular carcinomas with...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(90)90195-m

    authors: Bull RJ,Sanchez IM,Nelson MA,Larson JL,Lansing AJ

    更新日期:1990-09-01 00:00:00

  • Allopurinol suppresses 2-bromoethylamine and 1-methyl-4-phenylpyridinium ion (MPP(+))-induced hydroxyl radical generation in rat striatum.

    abstract::The present study was examined whether or not 2-bromoethyamine, a semicarbazide-sensitive amine oxidase (SSAO, EC; 1.4.3.6) inhibitor, would increase an active dopaminergic neurotoxin, 1-methyl-4-phenylpyridinium ion (MPP(+))-induced hydroxyl radical ((*)OH) generation in the rat striatum. Rats were anesthetized, and ...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2005.09.012

    authors: Obata T

    更新日期:2006-01-20 00:00:00

  • Metabolism and cytotoxic effects of T-2 toxin and its metabolites on human cells in primary culture.

    abstract::T-2 toxin belongs to the large group of trichothecene mycotoxins synthesized by various Fusarium molds which can infect raw agriculture materials. Among the trichothecenes, T-2 toxin is one of the most potent mycotoxins and poses a potential health risk in human nutrition. Several acute and chronic toxic effects were ...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2009.01.012

    authors: Königs M,Mulac D,Schwerdt G,Gekle M,Humpf HU

    更新日期:2009-04-28 00:00:00

  • Validation of a radial maze test for assessing learning and memory in rats.

    abstract::Choice behavior of rats in a radially symmetrical 6-arm maze, without food reward, was validated for assessing changes in learning and memory following treatment with 4 psychoactive agents. The test is designed for future use in routine toxicity studies with laboratory rodents. Each radial main arm of the maze leads t...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(88)90028-5

    authors: Fitzgerald RE,Berres M,Schaeppi U

    更新日期:1988-05-01 00:00:00

  • Effect of ethanol on the distribution of cadmium between the cadmium metallothionein- and non-metallothionein-bound cadmium pools in cadmium-exposed rats.

    abstract::In an attempt to assess the effect of ethanol on cadmium accumulation, metallothionein (MT) synthesis, Cd-binding capacity and lipid peroxidation, rats were administered either Cd, ethanol or their combination for a period of 4 weeks. A significant increase in Cd accumulation was observed in all the organs of rats und...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(92)90177-g

    authors: Sharma G,Nath R,Gill KD

    更新日期:1992-01-01 00:00:00

  • Evaluation of nitrofurantoin on the two stages of urinary bladder carcinogenesis in the rat.

    abstract::The possibility that nitrofurantoin is a complete carcinogen or is an initiator or promoter of urinary bladder carcinogenesis was evaluated in male weanling F344 rats. No increase in tumor incidence was observed in rats fed nitrofurantoin at a level of 0.187% of the diet for 2 years compared to a control group. Also, ...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(90)90056-m

    authors: Hasegawa R,Murasaki G,St John MK,Zenser TV,Cohen SM

    更新日期:1990-06-01 00:00:00

  • Dose-related hepatotoxicity of 1,1,2-trichloro-1,2,2-trifluoroethane in short-term intermittent inhalation exposure in rats.

    abstract::Male Wistar rats were exposed to 200, 1000 or 2000 ppm of 1,1,2-trichloro-1,2,2-trifluoroethane vapor 5 days a week 6 h daily for 1 or 2 weeks. Proliferation and vacuolisation of the smooth endoplasmic reticulum (SER) of the liver was seen electron microscopically after 1 and 2 weeks in the rats exposed to 1000 and 20...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(80)90034-7

    authors: Vainio H,Nickels J,Heinonen T

    更新日期:1980-01-01 00:00:00

  • Studies on the induction of cholangiofibrosis by coumarin in the rat.

    abstract::The histogenesis of coumarin-induced cholangiofibrosis in the rat has been determined. Proliferation of ductal structures was preceded by extensive damage to hepatocytes in the centrilobular region. Focal proliferation of ducts and fibrous tissue was present at 3 months and typical areas of cholangiofibrosis at 6 mont...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(89)90187-x

    authors: Evans JG,Appleby EC,Lake BG,Conning DM

    更新日期:1989-04-01 00:00:00

  • Genotoxicity of phenacetin in the kidney and liver of Sprague-Dawley gpt delta transgenic rats in 26-week and 52-week repeated-dose studies.

    abstract::Transgenic rat mutation assays can be used to assess genotoxic properties of chemicals in target organs for carcinogenicity. Mutations in transgenes are genetically neutral and accumulate during a treatment period; thus, assays are suitable for assessing the genotoxic risk of chemicals using a repeated-dose treatment ...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2014.07.003

    authors: Kawamura Y,Hayashi H,Masumura K,Numazawa S,Nohmi T

    更新日期:2014-10-03 00:00:00

  • Cisplatin nephrotoxicity: role of filtration and tubular transport of cisplatin in isolated perfused kidneys.

    abstract::Isolated perfused rat kidneys were used to determine the contribution of filtration and tubular transport of cisplatin to its nephrotoxicity. Perfusion of kidneys with 0.5 mM cisplatin concomitantly reduced tubular reabsorption of electrolytes and glomerular filtration rate in a time-dependent manner. These renal func...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(87)90145-4

    authors: Miura K,Goldstein RS,Pasino DA,Hook JB

    更新日期:1987-05-01 00:00:00

  • The pyrethroid metabolites 3-phenoxybenzoic acid and 3-phenoxybenzyl alcohol do not exhibit estrogenic activity in the MCF-7 human breast carcinoma cell line or Sprague-Dawley rats.

    abstract::Synthetic pyrethroids are one of the most frequently and widely used class of insecticides, primarily because they have a higher insect to mammalian toxicity ratio than organochlorines or organophosphates. The basic structure of pyrethroids can be characterized as an acid joined to an alcohol by an ester bond. Pyrethr...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2009.10.003

    authors: Laffin B,Chavez M,Pine M

    更新日期:2010-01-12 00:00:00

  • Synthesis, biologic and toxic effects of the major 2,3,7,8-tetrachlorodibenzo-p-dioxin metabolites in the rat.

    abstract::The two major mammalian metabolites of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), namely 2-hydroxy-3,7,8-trichlorodibenzo-p-dioxin and 2-hydroxy-1,3,7,8-tetrachlorodibenzo-p-dioxin, have been synthesized. The compounds were individually administered to immature male Wistar rats and their effects on body weight loss, ...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(86)90196-4

    authors: Mason G,Safe S

    更新日期:1986-10-01 00:00:00

  • Investigating the in vitro metabolism of the dental resin monomers BisGMA, BisPMA, TCD-DI-HEA and UDMA using human liver microsomes and quadrupole time of flight mass spectrometry.

    abstract::Dental resin systems have been in use for several decades. (Meth)acrylic monomers are an important part of the matrix system and are either based on BPA while others lack the BPA core. The degree of conversion during restoration is in general between 50-70 % allowing leaching from unreacted monomers to the oral cavity...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2019.03.007

    authors: Vervliet P,Den Plas JV,De Nys S,Duca RC,Boonen I,Elskens M,Van Landuyt KL,Covaci A

    更新日期:2019-05-15 00:00:00

  • Effects of 2,4-dichlorophenoxyacetic acid on polyamine transport and metabolism in Azospirillum brasilense Cd.

    abstract::We had previously demonstrated that 1 mM 2,4-D inhibited cell growth, nucleic acid synthesis and protein synthesis (at the ribosomal level) of Azospirillum brasilense. These alterations were prevented by the presence of polyamines in the culture medium. On the other hand, polyamines did not affect the 2,4-D uptake. In...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(95)02952-5

    authors: Mori G,Fabra A,Castro S,Rivarola V,Giordano W,Balegno H

    更新日期:1995-04-12 00:00:00

  • Preventive effect of S-allylcysteine on lipid peroxides and antioxidants in normal and isoproterenol-induced cardiotoxicity in rats: a histopathological study.

    abstract::The consumption of diets rich in plant foods are associated with a reduced risk of cardiovascular diseases. This study was aimed to evaluate the role of S-allylcysteine (SAC) in isoproterenol (ISO)-induced myocardial infarction (MI) in rats. Subcutaneous injection of ISO (150 mg/kg) to Wistar rats showed a significant...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2006.04.039

    authors: Padmanabhan M,Prince PS

    更新日期:2006-07-05 00:00:00

  • Diphenyl ditelluride- and methylmercury-induced hyperphosphorilation of the high molecular weight neurofilament subunit is prevented by organoselenium compounds in cerebral cortex of young rats.

    abstract::Organotellurides are important intermediates in organic synthesis and, consequently, the occupational exposure to them is a constant risk for laboratory workers. These compounds can elicit many neurotoxic events in the central nervous system (CNS) that are associated with several neurological symptoms. In contrast, or...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/j.tox.2006.02.009

    authors: Funchal C,Moretto MB,Vivian L,Zeni G,Rocha JB,Pessoa-Pureur R

    更新日期:2006-05-01 00:00:00

  • Chemical sensitivity: symptom, syndrome or mechanism for disease?

    abstract::Several different meanings have been attached to the term "chemical sensitivity" by those who use it. Feeling ill from odors is a symptom reported by approximately one-third of the population. The syndrome of chemical sensitivity, frequently called "Multiple Chemical Sensitivity" or "MCS" has been the subject of three...

    journal_title:Toxicology

    pub_type: 杂志文章,评审

    doi:10.1016/0300-483x(96)03393-8

    authors: Miller CS

    更新日期:1996-07-17 00:00:00

  • UV-induced skin damage.

    abstract::Solar radiation induces acute and chronic reactions in human and animal skin. Chronic repeated exposures are the primary cause of benign and malignant skin tumors, including malignant melanoma. Among types of solar radiation, ultraviolet B (290-320 nm) radiation is highly mutagenic and carcinogenic in animal experimen...

    journal_title:Toxicology

    pub_type: 杂志文章,评审

    doi:10.1016/s0300-483x(03)00150-1

    authors: Ichihashi M,Ueda M,Budiyanto A,Bito T,Oka M,Fukunaga M,Tsuru K,Horikawa T

    更新日期:2003-07-15 00:00:00

  • Sciatic nerve neuropathy target esterase. Methods of assay, proximo-distal distribution and regeneration.

    abstract::Some organophosphorus compounds (OP) induce a delayed polyneuropathy (OPIDP) which is initiated by the phosphorylation of the so-called neuropathy target esterase (NTE). In this work some aspects of hen sciatic nerve NTE are studied. The assay method is reported and modifications are discussed and a combined method pr...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(88)90181-3

    authors: Barril JB,Vilanova E,Pellin MC

    更新日期:1988-04-01 00:00:00

  • Adverse health effects of air pollutants in a nonsmoking population.

    abstract::Utah Valley has provided an interesting and unique opportunity to evaluate the health effects of respirable particulate air pollution (PM10). Residents of this valley are predominantly nonsmoking members of the Church of Jesus Christ of Latter-day Saints (Mormons). The area has moderately high average PM10 levels with...

    journal_title:Toxicology

    pub_type: 杂志文章,评审

    doi:10.1016/0300-483x(96)03372-0

    authors: Pope CA 3rd

    更新日期:1996-07-17 00:00:00

  • Comparison of the protective effects of N-acetylcysteine, 2-mercaptopropionylglycine and dithiothreitol against acetaminophen toxicity in mouse hepatocytes.

    abstract::The effects of N-acetylcysteine (NAC), 2-mercaptopropionylglycine (MPG) and dithiothreitol (DTT) on the metabolism and toxicity of acetaminophen (APAP) were examined in isolated mouse hepatocytes maintained in primary culture on collagen-coated dishes. Both NAC and MPG increased the formation of the glutathione and su...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(86)90106-x

    authors: Harman AW,Self G

    更新日期:1986-10-01 00:00:00

  • Investigations into the potential neurotoxicity induced by diselenides in mice and rats.

    abstract::It is well known that selenium is highly toxic to several species of mammals. Here we report the potential neurotoxicity of diselenides, as measured by the manifestation of seizures. The modulation of various neurotransmitter systems potentially involved in seizure episodes and death was also evaluated. The results of...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/s0300-483x(02)00423-7

    authors: Nogueira CW,Meotti FC,Curte E,Pilissão C,Zeni G,Rocha JB

    更新日期:2003-02-01 00:00:00

  • Chemical models for toxic metabolites of bromobenzene derivatives. Relative toxicity toward isolated hepatocytes.

    abstract::In the rat the hepatotoxicity of bromobenzene is greatly enhanced by the introduction of a cyano group adjacent to the bromine (i.e. o-bromobenzonitrile). Epoxide metabolites of these aryl halides are believed to be the actual toxic species, but epoxides of the latter compound also possess a second site of chemical re...

    journal_title:Toxicology

    pub_type: 杂志文章

    doi:10.1016/0300-483x(84)90106-9

    authors: Gottschall DW,Harder RR,Wiley RA,Hanzlik RP

    更新日期:1984-06-01 00:00:00

  • The clinical toxicology of carbon monoxide.

    abstract::Carbon monoxide (CO) is a dangerous exogenous poison and an essential endogenous neurotransmitter. This gas when inhaled has an anaesthetic effect, which is poorly understood, but which may be fatal if compensatory mechanisms are exhausted, if cardiac oxygen (O(2)) needs exceed myocardial oxygenation and/or if apnoea ...

    journal_title:Toxicology

    pub_type: 杂志文章,评审

    doi:10.1016/s0300-483x(03)00005-2

    authors: Gorman D,Drewry A,Huang YL,Sames C

    更新日期:2003-05-01 00:00:00