Total synthesis of Septocylindrin B and C-terminus modified analogues
The total synthesis is reported of the peptaibol Septocylindrin B which is related to the well documented channel forming peptaibol antibiotic Alamethicin. Several analogues were synthesized with a modified C-terminus, to investigate the SAR of the terminal residue Phaol. All these peptides were tes...
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| Veröffentlicht in: | PloS one 2012-12, Vol.7 (12), p.e51708-e51708 |
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| creator | Nelissen, Jo Nuyts, Koen De Zotti, Marta Lavigne, Rob Lamberigts, Chris De Borggraeve, Wim M |
| description | The total synthesis is reported of the peptaibol Septocylindrin B which is related to the well documented channel forming peptaibol antibiotic Alamethicin. Several analogues were synthesized with a modified C-terminus, to investigate the SAR of the terminal residue Phaol. All these peptides were tested for their membrane perturbation properties by fluorescent dye leakage assay and for their antibacterial activity. |
| doi_str_mv | 10.1371/journal.pone.0051708 |
| format | Article |
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Several analogues were synthesized with a modified C-terminus, to investigate the SAR of the terminal residue Phaol. All these peptides were tested for their membrane perturbation properties by fluorescent dye leakage assay and for their antibacterial activity.</description><identifier>ISSN: 1932-6203</identifier><identifier>EISSN: 1932-6203</identifier><identifier>DOI: 10.1371/journal.pone.0051708</identifier><identifier>PMID: 23284749</identifier><language>eng</language><publisher>United States: Public Library of Science</publisher><subject>Alamethicin - analogs & derivatives ; Alamethicin - chemical synthesis ; Alamethicin - pharmacology ; Alcohol ; Amino acids ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - pharmacology ; Antibacterial activity ; Antibacterial agents ; Antibiotics ; Antifungal agents ; Bacteria - drug effects ; Biology ; C-Terminus ; Cell Membrane - drug effects ; Chemistry ; Chromatography, High Pressure Liquid ; Fluorescence ; Fluorescent indicators ; Laboratories ; Magnetic Resonance Spectroscopy ; Organic compound synthesis ; Peptaibols - chemical synthesis ; Peptaibols - pharmacology ; Peptides ; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization ; Structure-Activity Relationship ; Synthesis</subject><ispartof>PloS one, 2012-12, Vol.7 (12), p.e51708-e51708</ispartof><rights>COPYRIGHT 2012 Public Library of Science</rights><rights>2012 Nelissen et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License: https://creativecommons.org/licenses/by/4.0/ (the “License”), which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. 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| subjects | Alamethicin - analogs & derivatives Alamethicin - chemical synthesis Alamethicin - pharmacology Alcohol Amino acids Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - pharmacology Antibacterial activity Antibacterial agents Antibiotics Antifungal agents Bacteria - drug effects Biology C-Terminus Cell Membrane - drug effects Chemistry Chromatography, High Pressure Liquid Fluorescence Fluorescent indicators Laboratories Magnetic Resonance Spectroscopy Organic compound synthesis Peptaibols - chemical synthesis Peptaibols - pharmacology Peptides Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Structure-Activity Relationship Synthesis |
| title | Total synthesis of Septocylindrin B and C-terminus modified analogues |
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