Abstract：
:Interstrand cross-links are minor components of the collection of products formed in DNA by ionizing radiation. Through their formation by other damaging agents, it is known that interstrand cross-links exert significant effects on replication and transcription. The structures of DNA interstrand cross-links produced as a result of gamma-radiolysis are unknown. Using synthetic duplexes we found that interstrand cross-link formation required thymidine and occurred with G values of approximately 10(-4) nmol J(-1). Enzymatic digestion of a tritiated substrate indicated that interstrand cross-links were derived from the reaction of 5-(2'-deoxyuridinyl)methyl radical (1) with the opposing 2'-deoxyadenosine to yield 5, which was identical to the product previously characterized when 1 was independently generated from a synthetic precursor. Conservative estimates indicated that 5 accounted for at least one-fourth of the interstrand cross-links produced in DNA by gamma-radiolysis. Utilization of a probe designed specifically to detect hole migration suggested that approximately 20% of the interstrand cross-links were produced by gamma-radiolysis via this pathway. Experiments using an independent source of hydroxyl radical indicated that cross-links were also produced by this species. Hence, DNA interstrand cross-links arising from 1 should result from a variety of oxidative stress mechanisms.
journal_name
Chem Res Toxicoljournal_title
Chemical research in toxicologyauthors
Ding H,Greenberg MMdoi
10.1021/tx7002307subject
Has Abstractpub_date
2007-11-01 00:00:00pages
1623-8issue
11eissn
0893-228Xissn
1520-5010journal_volume
20pub_type
杂志文章abstract：:Protein glutathionylation is an important protein post-translational modification associated with oxidative stress, in which the thiol groups of cysteine residues react with glutathione and form disulfide bonds. Glutathionylation has been shown to affect protein structure and modulate protein function, and is implicat...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx5000359
更新日期：2014-05-19 00:00:00
abstract：:Reaction of lysine with estrone 3,4-o-quinone gave a complex mixture of products. Six compounds were isolated and identified using spectroscopic techniques. Among the reaction products isolated were 4-hydroxyestrone (2), 3-aminoisoestrone (3), 3-(N-pentyl-5-amino)-isoestrone (4), 1-lysylestrone 3,4-o-iminoquinone (5),...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx00041a016
更新日期：1994-09-01 00:00:00
abstract：:The binding of arsenite, As(III), and arsenate, As(V), by molecules in the intracellular compartment of rabbit erythrocytes has been studied by 1H- and 31P-NMR spectroscopy, uptake of 73As, and ultrafiltration experiments. For intact erythrocytes to which 0.1-0.4 mM arsenite was added, direct evidence was obtained for...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx00041a006
更新日期：1994-09-01 00:00:00
abstract：:The guidelines embodied in this document were revised by the editors of the Publication Division of the American Chemical Society in January 1994 and endorsed by the Society Committee on Publications. ...
journal_title：Chemical research in toxicology
pub_type： 指南,杂志文章
doi：
更新日期：1994-07-01 00:00:00
abstract：:The C2'-oxidized abasic lesion (C2-AP) is produced in DNA that is subjected to oxidative stress. The lesion disrupts replication and gives rise to mutations that are dependent upon the identity of the upstream nucleotide. Ape1 incises C2-AP, but the 5'-phosphorylated fragment is not a substrate for the lyase activity ...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx9003984
更新日期：2010-04-19 00:00:00
abstract：:Exposure to both endogenous and exogenous formaldehyde has been established to be carcinogenic, likely by virtue of forming nucleic acid and proteins adducts such as N6-formyllysine. To better assess N6-formyllysine as a biomarker of formaldehyde exposure, we studied accumulation of N6-formyllysine adducts in tissues ...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.7b00075
更新日期：2017-08-21 00:00:00
abstract：:Deoxyribose oxidation in DNA represents a biologically important facet of oxidative DNA damage that gives rise to protein-DNA cross-links and base adducts. Toward the goal of quantifying deoxyribose oxidation chemistry in cells, we report a method for the quantification of 3'-phosphoglycolaldehyde (PGA) residues, whic...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx0341198
更新日期：2003-12-01 00:00:00
abstract：:Carbon-13 NMR spectroscopy was used to study the effects of the peroxisome proliferator perfluoro-n-decanoic acid (PFDA) on hepatic carbohydrate metabolism in male Fischer-344 rats. The data indicate that PFDA-treated rats display an inhibition in hepatic [1-13C]glucose and [3-13C]alanine utilization on day 5 posttrea...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx00037a003
更新日期：1994-01-01 00:00:00
abstract：:Chemical and physical characterization of transported evolving aerosols in an in vitro system is complex. The challenges include appropriate sampling sensitivity, measurement capabilities, and performing online measurements of constituents in the flowing aerosol during exposure. We assessed the performance of single-p...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.9b00381
更新日期：2020-02-17 00:00:00
abstract：:Nitroaromatic compounds represent a major class of industrial chemicals that are also found in nature. Polycyclic derivatives are regarded as potent mutagens and carcinogens following bioactivation to produce nitrenium electrophiles that covalently modify DNA to afford N-linked C8-2'-deoxyguanosine (C8-dG) lesions tha...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.9b00411
更新日期：2020-02-17 00:00:00
abstract：:Amyloid-β plaques and oxidative stress are the major hallmarks of Alzheimer's disease. Our previous study found that the heme-Aβ complex enhanced the catalytic effect of free heme on protein tyrosine nitration in the presence of hydrogen peroxide (H2O2) and nitrite (NO2-). Y10 in Aβ could be the first target to be nit...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.6b00447
更新日期：2017-04-17 00:00:00
abstract：:Exposures to sulfur mustard (HD; bis(2-chloroethyll) sulfide) are well-known to result in the formation of adducts with free aspartate and glutamate residues of plasma proteins (Lawrence, R. J., Smith, J. R., and Capacio, B. R. 2008 32, (1), 31-36). A modified version of the analytical method reported previously for t...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.0c00134
更新日期：2020-07-20 00:00:00
abstract：:Inhalation of environmental particulate matter (PM) is correlated with adverse health effects in humans, but gene products that couple detection with cellular responses, and the specific properties of PM that target different pathways, have not been fully elucidated. TRPA1 and V1 are two cation channels expressed by s...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx200123z
更新日期：2011-06-20 00:00:00
abstract：:A method for the analysis of N-acetylcysteine conjugates of catechol estrogens [catechol estrogen mercapturates (CE SRs)], which are likely to be urinary markers of estrogen-induced tumors, was established in this study. The characteristics of the method that was established were (1) cleanup of urine using the immunoa...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx000182a
更新日期：2000-12-01 00:00:00
abstract：:Electrophilic DNA adducts produced following oxidative stress can form DNA-protein cross-links (DPCs), dramatically altering genomic maintenance pathways. Complete characterization of DPCs has been hindered, in part, because of a lack of comprehensive techniques for their analysis. We have, therefore, established a pr...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx400384e
更新日期：2014-01-21 00:00:00
abstract：:Deoxynivalenol (DON) is a trichothecene mycotoxin that is produced by several species of Fusarium, which may infect grain crops. DON, as well as other type-B trichothecenes, contain an α,β-unsaturated carbonyl group that may react with sulfhydryl groups in, for example, amino acids and peptides. Such conjugates have b...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.9b00385
更新日期：2020-02-17 00:00:00
abstract：:The metabolic pathways of dietary flavonoids are still largely unknown. In the present work, mass spectrometry and UV-vis spectroscopy studies were used to show that the naturally occurring flavonoid catechin underwent enzymatic oxidation by tyrosinase in the presence of glutathione (GSH) to form mono-, bi-, and tri-g...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx000235o
更新日期：2001-07-01 00:00:00
abstract：:2,5-Hexanedione (2,5-HD) is the neurotoxic gamma-diketone metabolite of the industrial solvent n-hexane. Substantial evidence indicates that 2,5-HD reacts with neurofilament protein lysine epsilon-amines to yield 2,5-dimethylpyrrole adducts and that this reaction is critical to the mechanism of toxicity. Alkylpyrroles...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx00040a011
更新日期：1994-07-01 00:00:00
abstract：:Trichloroethylene (TCE), a widely used industrial solvent, is a common environmental contaminant. We previously reported that TCE-induced changes in DNA methylation and miRNA expression contributed to the development of a liver tumor in mice. In this study, we investigated the role of long intergenic noncoding RNA (Li...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.9b00382
更新日期：2020-06-15 00:00:00
abstract：:Green tea catechins and hydrolyzable tannins are gaining increasing attention as chemopreventive agents. However, their mechanism of action is poorly understood. We investigated the effects of four green tea catechins and two hydrolyzable tannins on microsome-induced benzo[a]pyrene (BP)-DNA adducts and the possible st...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx900412a
更新日期：2010-04-19 00:00:00
abstract：:The increasing use of fullerene nanomaterials has prompted widespread concern over their biological effects. Herein, we have studied the phototoxicity of gamma-cyclodextrin bicapped pristine C 60 [(gamma-CyD) 2/C 60] and its water-soluble derivative C 60(OH) 24 toward human keratinocytes. Our results demonstrated that...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx800056w
更新日期：2008-05-01 00:00:00
abstract：:Prodrugs of 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine (90CE) are promising anticancer agents. The 90CE moiety is a readily latentiated, short-lived (t1/2 ∼ 30 s) chloroethylating agent that can generate high yields of oxophilic electrophiles responsible for the chloroethylation of the O-6 position of guanine ...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx500197t
更新日期：2014-08-18 00:00:00
abstract：:β-Lapachone (β-lap) is a promising antitumoral agent. DNA base oxidation and alkylation are among the expected damages by β-lap. Herein, we have explored the role that the homologous recombination pathway (HR), a critical DNA repair process in Saccharomyces cerevisiae, has in the cytotoxic profile of β-lap. We have fu...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx2004618
更新日期：2011-12-19 00:00:00
abstract：:2,3-Epoxy-4-hydroxynonanal (EH) is a bifunctional aldehyde formed by epoxidation of trans-4-hydroxy-2-nonenal, a peroxidation product of omega-6 polyunsaturated fatty acids. EH is mutagenic and tumorigenic and capable of modifying DNA bases forming etheno adducts in vitro. Recent studies showed that etheno adducts are...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx980107o
更新日期：1998-12-01 00:00:00
abstract：:Arylamines (AAs) and heterocyclic aromatic amines (HAAs) are structurally related carcinogens formed during the combustion of tobacco or cooking of meat. They undergo cytochrome P450 mediated N-hydroxylation to form metabolites which bind to DNA and lead to mutations. The N-hydroxylated metabolites of many AAs also ca...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/acs.chemrestox.5b00418
更新日期：2016-03-21 00:00:00
abstract：:Quantitation of DNA adducts could provide critical information on the relationship between exposure to tobacco smoke and cancer risk in smokers. In this study, we developed a robust and sensitive liquid chromatography-tandem mass spectrometry method for the analysis of 4-hydroxy-1-(3-pyridyl)-1-butanone (HPB)-releasin...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx300282k
更新日期：2013-01-18 00:00:00
abstract：:High-throughput screening (HTPS) assays to detect inhibitors of thyroperoxidase (TPO), the enzymatic catalyst for thyroid hormone (TH) synthesis, are not currently available. Herein, we describe the development of a HTPS TPO inhibition assay. Rat thyroid microsomes and a fluorescent peroxidase substrate, Amplex UltraR...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx400310w
更新日期：2014-03-17 00:00:00
abstract：:The urine from mice exposed to styrene vapors (600 and 1200 mg/m(3), 6 h) was analyzed for ring-oxidized metabolites of styrene. To facilitate the identification of metabolites in urine, the following potential metabolites were prepared: 2-, 3-, and 4-vinylphenol (2-, 3-, and 4-VP), 4-vinylpyrocatechol, and 2-, 3-, an...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx9004192
更新日期：2010-01-01 00:00:00
abstract：:Faithful replication of DNA is a critical aspect in maintaining genome integrity. DNA polymerases are responsible for replicating DNA, and high-fidelity polymerases do this rapidly and at low error rates. Upon exposure to exogenous or endogenous substances, DNA can become damaged and this can alter the speed and fidel...
journal_title：Chemical research in toxicology
pub_type： 杂志文章,评审
doi：10.1021/acs.chemrestox.7b00224
更新日期：2017-11-20 00:00:00
abstract：:meso-2,3-Dimercaptosuccinic acid is an orally active chelating agent useful for the treatment of lead intoxication. Since it is believed to be extracellular in its distribution, analogs have been synthesized in a search for one that will enter the cell and successfully complete for firmly bound intracellular toxic hea...
journal_title：Chemical research in toxicology
pub_type： 杂志文章
doi：10.1021/tx00032a010
更新日期：1993-03-01 00:00:00
