Triggering and modulation of apoptosis by oxidative stress

Chandra, Joya; Samali, Afshin; Orrenius, Sten

doi:10.1016/s0891-5849(00)00302-6

Cited by 1,226 publications

(817 citation statements)

References 112 publications

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“…The tetrahedral transition state is stabilized by hydrogen bonding with the backbone amide proton of Gly-122 [134]. Due to the spatially close histidine-residue, the cysteine sulfhydryl group is particularly reactive and, in turn, can be readily regulated by oxidative or nitrosative stress [135] or become inactivated by alkylation reactions with reactive electrophiles, such as acrolein.…”

Section: Acrolein Induces Necrotic and Apoptotic Cell Deathmentioning

confidence: 99%

Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease

Stevens

Maier

2008

Molecular Nutrition Food Res

630

634

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Acrolein (2-propenal) is ubiquitously present in (cooked) foods and in the environment. It is formed from carbohydrates, vegetable oils and animal fats, amino acids during heating of foods, and by combustion of petroleum fuels and biodiesel. Chemical reactions responsible for release of acrolein include heat-induced dehydration of glycerol, retro-aldol cleavage of dehydrated carbohydrates, lipid peroxidation of polyunsaturated fatty acids, and Strecker degradation of methionine and threonine. Smoking of tobacco products equals or exceeds the total human exposure to acrolein from all other sources. The main endogenous sources of acrolein are myeloperoxidase-mediated degradation of threonine and amine oxidase-mediated degradation of spermine and spermidine, which may constitute a significant source of acrolein in situations of oxidative stress and inflammation. Acrolein is metabolized by conjugation with glutathione and excreted in the urine as mercapturic acid metabolites. Acrolein forms Michael adducts with ascorbic acid in vitro, but the biological relevance of this reaction is not clear. The biological effects of acrolein are a consequence of its reactivity towards biological nucleophiles such as guanine in DNA and cysteine, lysine, histidine, and arginine residues in critical regions of nuclear factors, proteases, and other proteins. Acrolein adduction disrupts the function of these biomacromolecules which may result in mutations, altered gene transcription, and modulation of apoptosis.

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Section: Acrolein Induces Necrotic and Apoptotic Cell Deathmentioning

confidence: 99%

Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease

Stevens

Maier

2008

Molecular Nutrition Food Res

630

634

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“…It can be induced by two different pathways, the deathreceptor pathway and mitochondrial pathway (mediated by caspase-8 and caspase-9, respectively). Eventually, both pathways lead to the activation of effecter caspases such as caspase-3 [12][13][14][15] . The differential expression i.e.…”

Section: Introductionmentioning

confidence: 99%

Evaluation of anti–apoptotic activity of different dietary antioxidants in renal cell carcinoma against hydrogen peroxide

Rai

Mangal

Sahu

et al. 2011

Asian Pacific Journal of Tropical Biomedicine

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“…4 One proposed mechanism of action involves the concept of redox cycling, [5][6][7] wherein a reduced texaphyrin species, formed by reaction with endogenous electron rich species such as ascorbate or glutathione, serves to form reactive oxygen species including superoxide and peroxide that are known to act as apoptosis triggering agents. [8][9][10] A similar process of electron capture followed by air-based oxidation could also contribute to the induced expression of metallothioneins and altered zinc homeostasis. 11 To the extent such redox-based modes of action are important, it provides an incentive to make and test new texaphyrin derivatives whose electronic properties are modified compared to 1.…”

Section: Introductionmentioning

confidence: 99%

New polyethyleneglycol-functionalized texaphyrins: synthesis and in vitro biological studies

et al. 2006

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The synthesis of four new analogues of motexafin gadolinium (MGd), a gadolinium(III) texaphyrin complex in clinical trials for its anticancer properties, is described. These new derivatives contain either 1,2-diaminobenzene or 2,3-diaminonaphthalene subunits as the source of the imine nitrogens and bear multiple 2-[2-(2-methoxyethoxy)ethoxy]ethoxy (PEG) groups, on either meso aryl or beta-pyrrolic substituents, to increase their water solubility. All four analogues were found to be more active in vitro than the parent system MGd as judged from cell proliferation assays using the PC3 and A549 cell lines.

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Triggering and modulation of apoptosis by oxidative stress

Cited by 1,226 publications

References 112 publications

Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease

Acrolein: Sources, metabolism, and biomolecular interactions relevant to human health and disease

Evaluation of anti–apoptotic activity of different dietary antioxidants in renal cell carcinoma against hydrogen peroxide

New polyethyleneglycol-functionalized texaphyrins: synthesis and in vitro biological studies

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