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Description
| - Phytosterols, as components of human diet, received much attention because of their cholesterol-lowering and antioxidant properties. We have theoretically studied sterols oxidation in terms of O–H and C–H bond dissociation enthalpies (BDE). In 17 Δ5- and Δ7-sterols, BDEs were obtained for reported sites of oxidation attack. Obtained results indicate that Δ7-sterols are more susceptible to oxidation attack in comparison to Δ5-sterols. In sterol nuclei, the lowest BDE was found for C7–H bond in Δ5-sterols and for C14–H in Δ7-sterols. When Δ5-sterol has a C=C double bond in the side chain, the lowest BDEs are usually found for C–H bonds in α-positions to this bond. The homolytic cleavage of hydroxyl O–H bond requires larger energy in comparison to the studied C–H bonds. We have shown that the C–H bonds with lowest BDE values actually correspond to the dominant sites of oxidation attack.
- Phytosterols, as components of human diet, received much attention because of their cholesterol-lowering and antioxidant properties. We have theoretically studied sterols oxidation in terms of O–H and C–H bond dissociation enthalpies (BDE). In 17 Δ5- and Δ7-sterols, BDEs were obtained for reported sites of oxidation attack. Obtained results indicate that Δ7-sterols are more susceptible to oxidation attack in comparison to Δ5-sterols. In sterol nuclei, the lowest BDE was found for C7–H bond in Δ5-sterols and for C14–H in Δ7-sterols. When Δ5-sterol has a C=C double bond in the side chain, the lowest BDEs are usually found for C–H bonds in α-positions to this bond. The homolytic cleavage of hydroxyl O–H bond requires larger energy in comparison to the studied C–H bonds. We have shown that the C–H bonds with lowest BDE values actually correspond to the dominant sites of oxidation attack. (en)
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Title
| - Oxidation of sterols: Energetics of C–H and O–H bond cleavage
- Oxidation of sterols: Energetics of C–H and O–H bond cleavage (en)
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skos:prefLabel
| - Oxidation of sterols: Energetics of C–H and O–H bond cleavage
- Oxidation of sterols: Energetics of C–H and O–H bond cleavage (en)
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skos:notation
| - RIV/61388955:_____/12:00376443!RIV13-GA0-61388955
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http://linked.open...avai/predkladatel
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http://linked.open...avai/riv/aktivita
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http://linked.open...avai/riv/aktivity
| - P(GAP208/11/0161), Z(AV0Z40400503)
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http://linked.open...iv/cisloPeriodika
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http://linked.open...vai/riv/dodaniDat
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http://linked.open...aciTvurceVysledku
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http://linked.open.../riv/druhVysledku
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http://linked.open...iv/duvernostUdaju
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http://linked.open...titaPredkladatele
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http://linked.open...dnocenehoVysledku
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http://linked.open...ai/riv/idVysledku
| - RIV/61388955:_____/12:00376443
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http://linked.open...riv/jazykVysledku
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http://linked.open.../riv/klicovaSlova
| - phytosterol; oxidation; antioxidant (en)
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http://linked.open.../riv/klicoveSlovo
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http://linked.open...odStatuVydavatele
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http://linked.open...ontrolniKodProRIV
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http://linked.open...i/riv/nazevZdroje
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http://linked.open...in/vavai/riv/obor
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http://linked.open...ichTvurcuVysledku
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http://linked.open...cetTvurcuVysledku
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http://linked.open...vavai/riv/projekt
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http://linked.open...UplatneniVysledku
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http://linked.open...v/svazekPeriodika
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http://linked.open...iv/tvurceVysledku
| - Fedor, J.
- Lengyel, Jozef
- Klein, E.
- Lukeš, V.
- Rimarčík, J.
- Vagánek, A.
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http://linked.open...ain/vavai/riv/wos
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http://linked.open...n/vavai/riv/zamer
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issn
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number of pages
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http://bibframe.org/vocab/doi
| - 10.1016/j.foodchem.2012.02.031
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is http://linked.open...avai/riv/vysledek
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