Amphiphilic amine-N-oxides with aliphatic alkyl chain act as efficient superoxide dismutase mimics, antioxidants and lipid peroxidation blockers in yeast
Jazyk angličtina Země Spojené státy americké Médium print
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
16821718
DOI
10.1007/bf02932163
Knihovny.cz E-zdroje
- MeSH
- antioxidancia farmakologie MeSH
- dimethylaminy farmakologie MeSH
- fluidita membrány účinky léků MeSH
- membránové lipidy chemie metabolismus MeSH
- oxidační stres MeSH
- paraquat toxicita MeSH
- peroxidace lipidů účinky léků MeSH
- Saccharomyces cerevisiae účinky léků enzymologie MeSH
- superoxiddismutasa chemie genetika metabolismus MeSH
- terc-butylhydroperoxid toxicita MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- antioxidancia MeSH
- dimethylaminy MeSH
- membránové lipidy MeSH
- paraquat MeSH
- superoxiddismutasa MeSH
- terc-butylhydroperoxid MeSH
Amphiphilic 3-(alkanoylamino)propyldimethylamine-N-oxides with different length of the alkyl chain, i.e. different hydrophilic-lipophilic balance, act in micromolar concentrations as SOD mimics by lifting the inhibition of aerobic growth caused by SOD deletions in Saccharomyces cerevisiae. They also enhance the survival of sod mutants of S. cerevisiae exposed to the hydrophilic superoxide-generating prooxidant paraquat and the amphiphilic hydroperoxide-producing tert-butylhydroperoxide (TBHP), and largely prevent TBHP-induced peroxidation of isolated yeast plasma membrane lipids. Unlike the SOD-mimicking effect, the magnitude of these effects depends on the alkyl chain length of the amine-N-oxides, which incorporate into S. cerevisiae membranes, causing fluidity changes in both the hydrophilic surface part of the membrane and the membrane lipid matrix. Unlike wild-type strains, the membranes of sod mutants were found to contain polyunsaturated fatty acids; the sensitivity of the mutants to lipophilic pro-oxidants was found to increase with increasing content of these acids. sod mutants are useful in assessing pro- and antioxidant properties of different compounds.
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