Medizinische Universität Graz Austria/Österreich - Forschungsportal - Medical University of Graz
Gewählte Publikation:
Boechzelt, H; Karten, B; Abuja, PM; Sattler, W; Mittelbach, M.
Synthesis of 9-oxononanoyl cholesterol by ozonization.
J LIPID RES 1998 39: 1503-1507.
Doi: 10.1016/S0022-2275(20)32532-3
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- Co-Autor*innen der Med Uni Graz
- Abuja Peter Michael
- Sattler Wolfgang
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- Abstract:
- A new route for the preparation of 9-oxononanoyl cholesterol (5) and its stable dimethylacetal (4) is described. The core aldehyde 5 is one of the major products formed during lipid peroxidation. The synthesis starts with the ozonization of oleic acid in methanol and further reduction with dimethyl sulfide to yield 9,9-dimethoxy nonanoic acid (2a). The condensation of 2a with cholesterol is achieved with N,N'-dicyclohexylcarbodiimide in dichloromethane to give 4. Further hydrolysis of 4 with the help of an acidic ion exchange resin yields 9-oxononanoyl cholesterol.
- Find related publications in this database (using NLM MeSH Indexing)
- Cholesterol - analogs and derivatives
- Gas Chromatography-Mass Spectrometry - analogs and derivatives
- Indicators and Reagents - analogs and derivatives
- Lipid Peroxidation - analogs and derivatives
- Methanol - analogs and derivatives
- Molecular Conformation - analogs and derivatives
- Molecular Structure - analogs and derivatives
- Nuclear Magnetic Resonance, Biomolecular - analogs and derivatives
- Oleic Acid - analogs and derivatives
- Ozone - analogs and derivatives
- Find related publications in this database (Keywords)
- Cholesteryl Ester
- Core Aldehyde
- Ozonolysis
- Synthesis
- Lipid Peroxidation