Electric Literature of C8H15BrO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Location of the Positive Charges in Cationic Amphiphiles Modulates Their Mechanism of Action against Model Membranes. Author is Almeida, Marcio M.; Perez, Katia R.; Faig, Allison; Uhrich, Kathryn E.; Riske, Karin A..
Synthetic cationic amphiphiles (CAms) with physicochem. properties similar to antimicrobial peptides are promising mols. in the search for alternative antibiotics to which pathogens cannot easily develop resistance. Here, we investigate two types of CAms based on tartaric acid and containing two hydrophobic chains (of 7 or 11 carbons) and two pos. charges, located either at the end of the acyl chains (bola-like, B7 and B11) or at the tartaric acid backbone (gemini-like, G7 and G11). The interaction of the CAms with biomimetic membrane models (anionic and neutral liposomes) was studied with zeta potential and dynamic light scattering measurements, isothermal titration calorimetry, and a fluorescent-based leakage assay. We show that the type of mol. determines the mechanism of action of the CAms. Gemini-like mols. (G7 and G11) interact mainly via electrostatics (exothermic process) and reside in the external vesicle leaflet, altering substantially the vesicle surface potential but not causing significant membrane lysis. On the other hand, the interaction of bola-like CAms (B7 and B11) is endothermic and thus entropy-driven, and these mols. reach both membrane leaflets and cause substantial membrane permeabilization, likely after clustering of anionic lipids. The lytic ability is clearly higher against anionic membranes as compared with neutral membranes. Within each class of mol., longer alkyl chains (i.e., B11 and G11) exhibit higher affinity and lytic ability. Overall, the mol. B11 exhibits a high potential as antimicrobial agent, since it has a high membrane affinity and causes substantial membrane permeabilization.
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Reference:
Bromide – Wikipedia,
bromide – Wiktionary