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Lipid peroxidation-derived endogenou...

Jian, Wenying.

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Lipid peroxidation-derived endogenous DNA- and GSH-adducts as biomarkers of oxidative stress.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	Lipid peroxidation-derived endogenous DNA- and GSH-adducts as biomarkers of oxidative stress./
作者:	Jian, Wenying.
面頁冊數:	220 p.
附註:	Source: Dissertation Abstracts International, Volume: 66-12, Section: B, page: 6542.
Contained By:	Dissertation Abstracts International66-12B.
標題:	Health Sciences, Pharmacology. -
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3197690
ISBN:	9780542435133

Lipid peroxidation-derived endogenous DNA- and GSH-adducts as biomarkers of oxidative stress.
Jian, Wenying.

Lipid peroxidation-derived endogenous DNA- and GSH-adducts as biomarkers of oxidative stress. - 220 p.

Source: Dissertation Abstracts International, Volume: 66-12, Section: B, page: 6542.

Thesis (Ph.D.)--University of Pennsylvania, 2005.

During oxidative stress, there is increased formation of lipid hydroperoxides, mediated either non-enzymatically by reactive oxygen species or enzymatically by cyclooxygenases or lipoxygenases. Lipid hydroperoxides undergo homolytic decomposition into alpha,beta-unsaturated aldehydeic bifunctional electrophiles. Bifunctional electrophiles can modify intracellular components such as DNA, RNA, protein and glutathione (GSH) to form adducts. Therefore, these adducts can serve as biomarkers of oxidative stress. In addition, they may mediate the biological effects caused by oxidative stress, such as apoptosis.

ISBN: 9780542435133Subjects--Topical Terms:

1017717
Health Sciences, Pharmacology.

Lipid peroxidation-derived endogenous DNA- and GSH-adducts as biomarkers of oxidative stress.
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245 1 0 $a Lipid peroxidation-derived endogenous DNA- and GSH-adducts as biomarkers of oxidative stress.
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502 $a Thesis (Ph.D.)--University of Pennsylvania, 2005.
520 $a During oxidative stress, there is increased formation of lipid hydroperoxides, mediated either non-enzymatically by reactive oxygen species or enzymatically by cyclooxygenases or lipoxygenases. Lipid hydroperoxides undergo homolytic decomposition into alpha,beta-unsaturated aldehydeic bifunctional electrophiles. Bifunctional electrophiles can modify intracellular components such as DNA, RNA, protein and glutathione (GSH) to form adducts. Therefore, these adducts can serve as biomarkers of oxidative stress. In addition, they may mediate the biological effects caused by oxidative stress, such as apoptosis.
520 $a In this study, DNA-adduct formation from 5(S)-HPETE, the major lipid hydroperoxide produced in the 5-lipoxygenase pathway, was identified. Two of the adducts had been characterized previously as 1, N2-etheno-2'-deoxyguanosine and heptanone-1, N2-etheno-2'-deoxyguanosine. The two other adducts were novel carboxyl group-containing adducts, 5-carboxy-2-pentanone-1, N2-etheno-2'-deoxyguanosine and 6-carboxy-3-hydroxy-1-hexene-1, N2-etheno-2'-deoxyguanosine. A novel mechanism of the formation of these adducts has been proposed, which involves bis-hydroperoxide intermediates. Highly sensitive and specific liquid chromatography/mass spectrometry methods were utilized to monitor lipid hydroperoxide production and DNA-adduct formation in a 5-lipoxygenase-expressing cell model (CESS cells). Quantitative analyses showed that 5-lipoxygenase activity correlated to DNA-adduct formation in this model.
520 $a Bifunctional electrophiles 4-oxo-2(E)-nonenal (ONE), 4,5-epoxy-2(E)-decenal, and the methyl ester derivative of 9,12-dioxo-10(E)-decenoic acid caused apoptosis in EA.hy 926 endothelial cells through a mitochondrial pathway. An acute decrease in intracellular GSH preceded the onset of apoptosis in bifunctional electrophile-treated cells. Liquid chromatography/mass spectrometry was used to demonstrate the formation of bifunctional electrophiles-GSH-adducts. It is suggested that these adducts are involved in the induction of oxidative stress and GSH depletion. A novel thiadiazabicyclo-ONE-GSH-adduct (TOG) was characterized by tandem mass spectrometry and nuclear magnetic nuclear magnetic resonance as (2 S,7R)-7-[N-(carboxymethyl)carbamoyl]-5-oxo-12-pentyl-9-thia-1,6-diazabicyclo[8.2.1]trideca-10(13),11-diene-2-carboxylic acid. Intracellular TOG was quantified using stable isotope dilution liquid chromatography/tandem mass spectrometry after the addition of ONE to cells or as an endogenously derived adduct during peroxide-induced oxidative stress. TOG and its analogs represent the first members of a new class of biomarkers that can be used to quantify intracellular oxidative stress. In addition, TOG was shown to cause apoptosis in endothelial cells.
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