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  • Under conditions of oxidative stress, 4-hydroxy-2-nonenal (4-HNE) is commonly present in vivo. This highly reactive and cytotoxic compound is generated by oxidation of lipids in membranes and can be easily transferred from a membrane to both cytosol and the extracellular space. Employing time-dependent fluorescence shift (TDFS) method and molecular dynamics simulations, we found that 4-HNE is stabilized in the carbonyl region of a 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) bilayer. 4-HNE is thus able to react with cell membrane proteins and lipids. Stabilization in the membrane is, however, moderate and a transfer of 4-HNE to either extra- or intracellular space occurs on a microsecond time scale. These molecular-level details of 4-HNE behavior in the lipid membrane rationalize the experimentally observed reactivity of 4-HNE with proteins inside and outside the cell. Furthermore, these results support the view that 4-HNE may play an active role in cell signaling pathways.
  • Under conditions of oxidative stress, 4-hydroxy-2-nonenal (4-HNE) is commonly present in vivo. This highly reactive and cytotoxic compound is generated by oxidation of lipids in membranes and can be easily transferred from a membrane to both cytosol and the extracellular space. Employing time-dependent fluorescence shift (TDFS) method and molecular dynamics simulations, we found that 4-HNE is stabilized in the carbonyl region of a 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) bilayer. 4-HNE is thus able to react with cell membrane proteins and lipids. Stabilization in the membrane is, however, moderate and a transfer of 4-HNE to either extra- or intracellular space occurs on a microsecond time scale. These molecular-level details of 4-HNE behavior in the lipid membrane rationalize the experimentally observed reactivity of 4-HNE with proteins inside and outside the cell. Furthermore, these results support the view that 4-HNE may play an active role in cell signaling pathways. (en)
Title
  • Behavior of 4-Hydroxynonenal in Phospholipid Membranes
  • Behavior of 4-Hydroxynonenal in Phospholipid Membranes (en)
skos:prefLabel
  • Behavior of 4-Hydroxynonenal in Phospholipid Membranes
  • Behavior of 4-Hydroxynonenal in Phospholipid Membranes (en)
skos:notation
  • RIV/61388955:_____/12:00378708!RIV13-GA0-61388955
http://linked.open...avai/riv/aktivita
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  • P(GA203/08/0114), P(GAP208/10/0376), P(GEMEM/09/E006), P(LH12001), Z(AV0Z40400503), Z(AV0Z40550506)
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  • 22
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  • 124635
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  • RIV/61388955:_____/12:00378708
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  • fluorescence spectroscopy; molecular dynamics; membranes; 4-hydroxynonenal (en)
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  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [1C02F2571DC8]
http://linked.open...i/riv/nazevZdroje
  • Journal of Physical Chemistry B
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  • 116
http://linked.open...iv/tvurceVysledku
  • Cwiklik, Lukasz
  • Hof, Martin
  • Jurkiewicz, Piotr
  • Jungwirth, Pavel
  • Vazdar, Mario
http://linked.open...ain/vavai/riv/wos
  • 000304888600019
http://linked.open...n/vavai/riv/zamer
issn
  • 1520-6106
number of pages
http://bibframe.org/vocab/doi
  • 10.1021/jp3044219
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