A new assay for albumin and hemoglobin adducts of 1,2- and 1,4-benzoquinones

Waidyanatha, Suramya; Yeowell-O'Connell, Karen; Rappaport, Stephen M.

doi:10.1016/s0009-2797(98)00067-2

Cited by 38 publications

(35 citation statements)

References 20 publications

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“…Standards and internal standards for the assay were prepared as described previously (36 NPO2-Alb) were added, and samples were brought to dryness in a vacuum oven (70 -80°C at 15 mm Hg). The dried proteins were reacted with 750 l of TFAA and 20 l of methanesulfonic acid at 100°C for 40 min to produce 1,2-NPQ-S-TFA, 1,4-NPQ-S-TFA, NPO1-S-TFA, and NPO2-S-TFA from 1,2-NPQ-Alb 1,4-NPQ-Alb, NPO1-Alb, and NPO2-Alb, respectively (Fig.…”

Section: Methodsmentioning

confidence: 99%

Albumin Adducts of Naphthalene Metabolites as Biomarkers of Exposure to Polycyclic Aromatic Hydrocarbons

Waidyanatha

Zheng

Serdar

et al. 2004

Cancer Epidemiology, Biomarkers &Amp; Prevention

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We investigated the utility of adducts formed by the reaction of the naphthalene metabolites naphthalene-1,2-oxide, 1,2-naphthoquinone (1,2-NPQ), and 1,4-naphthoquinone (1,4-NPQ) with serum albumin (Alb) as biomarkers of exposure to polycyclic aromatic hydrocarbons. Cysteinyl serum Alb adducts of 1,2-and 1,4-NPQ (1,2-NPQ-Alb and 1,4-NPQ-Alb, respectively) but not of naphthalene-1,2-oxide were detected in 28 coke oven workers and 22 controls from the steel industry of northern China. The median level of 1,2-NPQ-Alb in coke oven workers (76.6 pmol/g) was significantly higher than that observed in controls (44.9 pmol/g; P ‫؍‬ 0.0027). However, the median level of 1,4-NPQ-Alb in exposed subjects was not significantly different from that of controls (48.6 versus 44.2 pmol/g; P ‫؍‬ 0.296). Levels of 1,2-NPQ-Alb were significantly correlated with exposure category (controls, side and bottom workers, and top-ofoven workers) as well as with previously measured levels of urinary naphthalene, 1-and 2-naphthol, and 1-pyrenol in these subjects. Multiple linear regression analysis revealed that 35% of the variation in 1,2-NPQ-Alb could be explained by the work category and age. A negative relationship between 1,2-NPQ-Alb and age was observed, suggesting that cytochrome P450 c metabolism diminished with age at ϳ3%/year of life.

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Section: Methodsmentioning

confidence: 99%

Albumin Adducts of Naphthalene Metabolites as Biomarkers of Exposure to Polycyclic Aromatic Hydrocarbons

Waidyanatha

Zheng

Serdar

et al. 2004

Cancer Epidemiology, Biomarkers &Amp; Prevention

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“…As known, erythrocytes contain numerous proteins (77). Having in mind that benzoquinone leads to adduct formation in haemoglobin and albumin (78,79), it is likely that interaction between benzoquinone and proteins prevent haemolysis. Similar effects of quinone and hydroquinone on proteins have been noted by other authors (80)(81)(82).…”

Section: Figure 3 Preparation Of Lymphocyte Samples For Cbmn Cytome Amentioning

confidence: 99%

In vitro assessment of the cytotoxic, DNA damaging, and cytogenetic effects of hydroquinone in human peripheral blood lymphocytes

Jurica

Karačonji

Benković

et al. 2017

Archives of Industrial Hygiene and Toxicology

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This study investigated the mechanisms of hydroquinone toxicity and assessed the relationships between its cytotoxic, genotoxic, and cytogenetic effects tested at 8, 140, and 280 µg mL -1 in human peripheral blood lymphocytes exposed for 24 h. The outcomes of the treatments were evaluated using the apoptosis/necrosis assay, the alkaline comet assay, and the cytokinesis-block micronucleus (CBMN) cytome assay. The tested hydroquinone concentrations produced relatively weak cytotoxicity in resting lymphocytes, which mostly died via apoptosis. Hydroquinone's marked genotoxic effects were detected using the alkaline comet assay. Significantly decreased values of all comet parameters compared to controls indicated specific mechanisms of hydroquinone-DNA interactions. Our results suggest that the two higher hydroquinone concentrations possibly led to cross-linking and adduct formation. Increased levels of DNA breakage measured following exposure to the lowest concentration suggested mechanisms related to oxidative stress and inhibition of topoisomerase II. At 8 µg mL -1 , hydroquinone did not significantly affect MN formation. At 140 and 280 µg mL -1 , it completely blocked lymphocyte division. The two latter concentrations also led to erythrocyte stabilization and prevented their lysis. At least two facts contribute to this study's relevance: (I) this is the first study that quantifies the degree of reduction in total comet area measured in lymphocyte DNA after hydroquinone treatment, (II) it is also the first one on a lymphocyte model that adopted the "cytome" protocol in an MN assay and found that lymphocytes exposure even to low hydroquinone concentration resulted in a significant increase of nuclear bud frequency. Considering the limitations of the lymphocyte model, which does not possess intrinsic metabolic activation, in order to unequivocally prove the obtained results further studies using other appropriate cell lines are advised.

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“…This technique has been applied to the measurement of benzene oxide adducts to hemoglobin (Yeowell-O'Connell, McDonald, & Rappaport, 1996), of 1,2 and 1,4-benzoquinone adducts (Waidyanatha, Yeowell-O'Connel, & Rappaport, 1998) and of naphthalene oxide (Waidyanatha et al, 2002(Waidyanatha et al, , 2004.…”

Section: Mass Spectrometry and Protein Adductsmentioning

confidence: 99%

Toward an “omic” physiopathology of reactive chemicals: Thirty years of mass spectrometric study of the protein adducts with endogenous and xenobiotic compounds

Rubino

Pitton

Fabio

et al. 2009

Mass Spectrometry Reviews

109

170

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Cancer and degenerative diseases are major causes of morbidity and death, derived from the permanent modification of key biopolymers such as DNA and regulatory proteins by usually smaller, reactive molecules, present in the environment or generated from endogenous and xenobiotic components by the body's own biochemical mechanisms (molecular adducts). In particular, protein adducts with organic electrophiles have been studied for more than 30 [see, e.g., Calleman et al., 1978] years essentially for three purposes: (a) as passive monitors of the mean level of individual exposure to specific chemicals, either endogenously present in the human body or to which the subject is exposed through food or environmental contamination; (b) as quantitative indicators of the mean extent of the individual metabolic processing which converts a non-reactive chemical substance into its toxic products able to damage DNA (en route to cancer induction through genotoxic mechanisms) or key proteins (as in the case of several drugs, pesticides or otherwise biologically active substances); (c) to relate the extent of protein modification to that of biological function impairment (such as enzyme inhibition) finally causing the specific health damage. This review describes the role that contemporary mass spectrometry-based approaches employed in the qualitative and quantitative study of protein-electrophile adducts play in the discovery of the (bio)chemical mechanisms of toxic substances and highlights the future directions of research in this field. A particular emphasis is given to the measurement of often high levels of the protein adducts of several industrial and environmental pollutants in unexposed human populations, a phenomenon which highlights the possibility that a number of small organic molecules are generated in the human organism through minor metabolic processes, the imbalance of which may be the cause of "spontaneous" cases of cancer and of other degenerative diseases of still uncharacterized etiology. With all this in mind, it is foreseen that a holistic description of cellular functions will take advantage of new analytical methods based on time-integrated metabolomic measurements of a new biological compartment, the "adductome," aimed at better understanding integrated organism response to environmental and endogenous stressors.

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A new assay for albumin and hemoglobin adducts of 1,2- and 1,4-benzoquinones

Cited by 38 publications

References 20 publications

Albumin Adducts of Naphthalene Metabolites as Biomarkers of Exposure to Polycyclic Aromatic Hydrocarbons

Albumin Adducts of Naphthalene Metabolites as Biomarkers of Exposure to Polycyclic Aromatic Hydrocarbons

In vitro assessment of the cytotoxic, DNA damaging, and cytogenetic effects of hydroquinone in human peripheral blood lymphocytes

Toward an “omic” physiopathology of reactive chemicals: Thirty years of mass spectrometric study of the protein adducts with endogenous and xenobiotic compounds

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