Antibacterial halogenoacetyl derivatives of amino acids and simple peptides
| Autor: | Jennifer Goodacre, Leonard Jeffries, Irene Stirling, R. J. Ponsford, John H. C. Nayler |
|---|---|
| Rok vydání: | 1977 |
| Předmět: |
Glycylglycine
chemistry.chemical_classification Staphylococcus aureus Dipeptide Esters Microbial Sensitivity Tests Bacterial cell structure Amino acid Anti-Bacterial Agents Cell wall chemistry.chemical_compound chemistry Biochemistry Drug Discovery Small peptide Escherichia coli Molecular Medicine Peptidoglycan Amino Acids Antibacterial activity Peptides |
| Zdroj: | Journal of medicinal chemistry. 20(11) |
| ISSN: | 0022-2623 |
| Popis: | The vital role of D-alanine and L-lysine in the peptidoglycan crosslinking process in the bacterial cell wall prompted preparation of various small peptides incorporating these amino acids. N-Iodoacetyl or -bromoacetyl derivatives of the peptides were then prepared in the hope that they would serve as active-site-directed irreversible inhibitors of cell wall transpeptidases. Certain of the halogenoacetyl dipeptide esters, but not the corresponding free acids, showed slight antistaphylococcal activity. Subsequent structural variation showed that inclusion of C-alanine or L-lysine was not necessary, since antibacterial activity was at least as good when the dipeptide unite was replaced by glycylglycine or by an omega-aminoalkanoic acid. It was concluded that the observed antibacterial activity was probably not due to specific inhibition of a cell wall transpeptidase. |
| Databáze: | OpenAIRE |
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