The effect of hydrophobicity of β-lactam antibiotics on their phospholipid bilayer permeability
Autor: | Akihito Yamaguchi, Tetsuo Sawai, Ryoichi Hiruma |
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Jazyk: | angličtina |
Předmět: |
β-Lactam
Lipid-bilayer permeability Hydrophobicity Biophysics Biochemistry chemistry.chemical_compound Structural Biology Genetics Side chain polycyclic compounds Lipid bilayer Molecular Biology Hydrophobicity scales β-Lactamase Liposome Chromatography Cell Biology Permeation biochemical phenomena metabolism and nutrition Outer membrane chemistry Porin Lactam Bacterial outer membrane |
Zdroj: | FEBS Letters. (2):389-392 |
ISSN: | 0014-5793 |
DOI: | 10.1016/0014-5793(83)80323-8 |
Popis: | Phospholipid bilayer permeability of β-lactam antibiotics was determined using liposomes enclosing β-lactamase. There was good correlation between the permeability and hydrophobicity within the analogous β-lactams. However, the effect of hydrophobic character on the permeability parameter was very different between the groups. Moderately hydrophilic penicillins such as benzylpenicillin and ampicillin showed very high permeability compared with cephalosporins. Penicillins having hindered side chains such as oxacillin and methicillin showed moderate permeability taking into account their hydrophobicity. These observations are suggestive of outer membrane permeation of these β-lactams via routes other than the porin pore, especially in porin-deficient mutants of gram-negative bacteria. |
Databáze: | OpenAIRE |
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