Double-tailed single-head amino acid-based chiral cationic amphiphilic molecules: synthesis, characterization, and physicochemical properties

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dc.authorid0000-0002-0386-589X
dc.authorid0000-0002-5444-7356
dc.authorid0000-0002-8611-9840
dc.contributor.authorOlutaş, Elif Berna
dc.contributor.authorTaşkesen, Teoman
dc.contributor.authorKartal, Necla Büşra
dc.date.accessioned2021-06-23T19:55:01Z
dc.date.available2021-06-23T19:55:01Z
dc.date.issued2020
dc.departmentBAİBÜ, Fen Edebiyat Fakültesi, Kimya Bölümüen_US
dc.description.abstractTwo double-tailed single-head amino acid-based chiral cationic amphiphilic molecules, l-aspartic acid hydrochloride dihexylester (L-ADHE, C-6-C-6) and l-aspartic acid hydrochloride dioctylester (L-ADOE, C-8-C-8), were synthesized. H-1 NMR, C-13 NMR, and Fourier transform infrared (FT-IR) were used to characterize the structures of the esters. Micellization, surface, and structural properties of L-ADHE and L-ADOE in aqueous solution were studied by means of a number of techniques including conductivity, pH, surface tension, density, zeta potential, and dynamic light scattering (DLS). The critical micelle concentration (CMC) of L-ADHE and L-ADOE were found to be very low compared with those of corresponding single-tailed amino acid-based amphiphilic molecules. The pK(a) values of L-ADHE and L-ADOE in aqueous solutions were determined via pH measurements, and it was observed that they had acidic properties giving low pK(a) values. The excellent adsorption behaviors at the air/water interface of L-ADHE and L-ADOE in aqueous medium were obtained, i.e. they efficiently lowered the surface tension of water at CMC down approximately to 24.3 and 23.4 mN m(-1), respectively. From the density measurements, the volume change due to the micellization process for L-ADOE was found to be quite high compared to L-ADHE, i.e. about three times more. This result and the data obtained from the DLS revealed that the increase in aggregated structures of L-ADOE may be due to vesicle formation. The dye solubilization study was performed by UV-vis absorption spectroscopy for L-ADHE. Besides, the CMC value of L-ADHE was also successfully determined without using any dye through UV-vis spectroscopy.en_US
dc.identifier.doi10.1002/jsde.12341
dc.identifier.endpage168en_US
dc.identifier.issn1097-3958
dc.identifier.issn1558-9293
dc.identifier.issue1en_US
dc.identifier.scopus2-s2.0-85070786292en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage153en_US
dc.identifier.urihttps://doi.org/10.1002/jsde.12341
dc.identifier.urihttps://hdl.handle.net/20.500.12491/10709
dc.identifier.volume23en_US
dc.identifier.wosWOS:000481324500001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.institutionauthorOlutaş, Elif Berna
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofJournal Of Surfactants And Detergentsen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectDouble-tailed Amphiphilic Moleculeen_US
dc.subjectAmino Acid-based Amphiphileen_US
dc.subjectMicellizationen_US
dc.subjectSurface Activityen_US
dc.subjectPKaen_US
dc.subjectUV-vis Absorptionen_US
dc.titleDouble-tailed single-head amino acid-based chiral cationic amphiphilic molecules: synthesis, characterization, and physicochemical propertiesen_US
dc.typeArticleen_US

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