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Biologically active aromatic acids in phosphatidylcholine liposomes: benzoic and salicylic acids

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dc.contributor.authorSanders, Sarah Ivy, author
dc.contributor.authorCrans, Debbie, advisor
dc.contributor.authorVan Orden, Alan, committee member
dc.contributor.authorVan Buiten, Charlene, committee member
dc.date.accessioned2022-05-30T10:21:27Z
dc.date.available2023-05-24T10:21:27Z
dc.date.issued2022
dc.description.abstractThe interactions of benzoic acid and salicylic acid with phosphatidylcholine liposomes were characterized to understand interfacial interactions of the two weak aromatic acids with the membrane. The liposomal system was comprised of soy l-ɑ-phosphatidylcholine (SPC) bilayers, which allowed the determination of interfacial interactions and position within the membrane using 1D 1H NMR. Benzoic acid was considered due to its effects as a food stabilizer, where salicylic acid was considered as a derivative due to its effects as an anti-acne agent. Both were found to penetrate the membrane interface deeper when in their protonated forms. The presence of the weak acids on the membrane surface allowed stabilization through hydrogen bonding with liposomal headgroups, which allowed deprotonation to occur. Broadening of aromatic peaks demonstrated a pH dependence for both benzoic acid and salicylic acid, showing a deeper penetration around the pKa values of the weak acids. This study offers justification for the antimicrobial activity of benzoic and salicylic acids in lower pH environments. Thus, this study provides the next piece in understanding the uptake of benzoic acid and salicylic acid in bacteria for microbial inhibition.
dc.format.mediumborn digital
dc.format.mediummasters theses
dc.identifierSanders_colostate_0053N_17129.pdf
dc.identifier.urihttps://hdl.handle.net/10217/235207
dc.languageEnglish
dc.language.isoeng
dc.publisherColorado State University. Libraries
dc.relation.ispartof2020-
dc.rightsCopyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.
dc.subjectbenzoic acid
dc.subjectinterfacial interactions
dc.subjectsalicylic acid
dc.subjectfood stabilizer
dc.subjectanti-acne agent
dc.subjectphosphatidylcholine liposome
dc.titleBiologically active aromatic acids in phosphatidylcholine liposomes: benzoic and salicylic acids
dc.typeText
dcterms.embargo.expires2023-05-24
dcterms.embargo.terms2023-05-24
dcterms.rights.dplaThis Item is protected by copyright and/or related rights (https://rightsstatements.org/vocab/InC/1.0/). You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s).
thesis.degree.disciplineChemistry
thesis.degree.grantorColorado State University
thesis.degree.levelMasters
thesis.degree.nameMaster of Science (M.S.)

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