Synthesis of Gramicidin S (GS) Analogs, [3–4-δAva]–GS and [3–4,3′–4′-Bis(δAva)]–GS (δAVa=5-Aminovaleric Acid)
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چکیده
منابع مشابه
Synthesis and biological evaluation of gramicidin S dimers.
The design and synthesis of analogues of the cyclic beta-sheet gramicidin S (GS), having additional functionalities in their turn regions, is reported. The monomeric GS analogues were transformed into dimers and their activities towards biological membranes, through antimicriobial and hemolytic assays, were evaluated. Finally, conductivity measurements have been performed to elucidate ion chann...
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Indolizidin-2-one amino acids (I2aas, 6S- and 6R-1) possessing 6S- and 6R-ring-fusion stereochemistry were introduced into the antimicrobial peptide gramicidin S (GS) to explore the relationships between configuration, peptide conformation and biological activity. Solution-phase and solid-phase techniques were used to synthesize three analogs with I2aa residues in place of the d-Phe-Pro residue...
متن کاملModulation of structure and antibacterial and hemolytic activity by ring size in cyclic gramicidin S analogs.
We have evaluated the effect of ring size of gramicidin S analogs on secondary structure, lipid binding, lipid disruption, antibacterial and hemolytic activity. Cyclic analogs with ring sizes ranging from 4 to 14 residues were designed to maintain the amphipathic character as found in gramicidin S and synthesized by solid phase peptide synthesis. The secondary structure of these peptides showed...
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The alarming increase in infections caused by multiple drug resistant bacteria including methicillin-resistant Staphylococcus aureus has prompted a desperate search for new antimicrobials. Augmenting the discoveries of completely new scaffolds with antimicrobial activity are efforts aimed at modifying existing molecules to optimize activity or reduce toxicity. We report herein the parallel soli...
متن کاملGramicidin S; the sequence of the amino-acid residues.
Consden, R., Gordon, A. H. & Martin, A. J. P. (1944). Biochem. J. 38, 224. Consden, R., Gordon, A. H. & Martin, A. J. P. (1945). Biochem. J. 39, xlvi. Consden, R., Gordon, A. H. & Martin, A. J. P. (1946a). Biochem. J. 40, 33. Consden, R., Gordon, A. H. & Martin, A. J. P. (1946b). Biochem. J. 40, 580. Consden, R., Gordon, A. H., Martin, A. J. P. & Synge, R. L. M. (1947). Biochem. J. 41, 596. Mar...
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ژورنال
عنوان ژورنال: Bulletin of the Chemical Society of Japan
سال: 1986
ISSN: 0009-2673,1348-0634
DOI: 10.1246/bcsj.59.185