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dc.contributor.authorHelttunen, Kaisa
dc.contributor.authorSalorinne, Kirsi
dc.contributor.authorBarboza, Tahnie
dc.contributor.authorBarbosa, Hélène Campos
dc.contributor.authorSuhonen, Aku
dc.contributor.authorNissinen, Maija
dc.date.accessioned2012-06-05T07:59:16Z
dc.date.available2013-06-01T21:45:03Z
dc.date.issued2012
dc.identifier.citationHelttunen, K., Salorinne, K., Barboza, T., Barbosa, H. C., Suhonen, A., & Nissinen, M. (2012). Cation binding resorcinarene bis-crowns: the effect of lower rim alkyl chain length on crystal packing and solid lipid nanoparticles. <i>New Journal of Chemistry</i>, <i>36</i>(3), 789-795. <a href="https://doi.org/10.1039/C2NJ20981K" target="_blank">https://doi.org/10.1039/C2NJ20981K</a>
dc.identifier.otherCONVID_21513939
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/37966
dc.description.abstractA group of seven resorcinarene bis-crown ethers (CNBC5) with two polyether bridges at the upper rim and either propyl, butyl, pentyl, heptyl, nonyl, decyl or undecyl groups at the lower rim were synthesized and their binding properties with Cs+ were investigated by NMR titration. The bis-crowns form 1:2 complexes with Cs+ with binding constants of logK 4–5. Crystal structures of bis-crowns and their Cs+ and K+ complexes were studied and different packing motifs were found depending on the alkyl chain length. Short ethyl, propyl and butyl alkyl chains gave a layer or pillar packing where the polar and non-polar regions cannot be distinguished, whereas longer pentyl and decyl chains formed bilayers. Amphiphilic properties and self-assembly in water were studied by preparing solid lipid nanoparticles (SLNs) from the bis-crowns. All investigated compounds formed stable SLNs showing amphiphilic character, which in the case of the short chain bis-crowns probably arises from their locked boat conformation separating the polar face of the molecule from the non-polar face.
dc.language.isoeng
dc.publisherCentre National de la Recherche Scientifique and The Royal Society of Chemistry
dc.relation.ispartofseriesNew Journal of Chemistry
dc.relation.urihttp://pubs.rsc.org/en/content/articlelanding/2012/nj/c2nj20981k
dc.subject.othersupramolekyylikemia
dc.subject.otherresorsinareeni
dc.subject.otherkaliksareeni
dc.subject.othermakrosyklinen yhdiste
dc.subject.otherkompleksi
dc.subject.otherkiinteä lipidipartikkeli
dc.subject.otheritsejärjestäytyminen
dc.subject.otheramfifiili
dc.subject.otherydinmagneettinen resonanssi
dc.subject.otherresorcinarene
dc.subject.othercalixarene
dc.subject.othermacrocyclic compound
dc.subject.othercaesium
dc.subject.othercomplex
dc.subject.othersolid lipid nanoparticle
dc.subject.otherself-assembly
dc.subject.otheramphiphile
dc.subject.othernuclear magnetic resonance
dc.titleCation binding resorcinarene bis-crowns: the effect of lower rim alkyl chain length on crystal packing and solid lipid nanoparticles
dc.typeresearch article
dc.identifier.urnURN:NBN:fi:jyu-201205311768
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineOrgaaninen kemiafi
dc.contributor.oppiaineNanoscience Centerfi
dc.contributor.oppiaineOrganic Chemistryen
dc.contributor.oppiaineNanoscience Centeren
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2012-05-31T03:30:05Z
dc.type.coarhttp://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatuspeerReviewed
dc.format.pagerange789-795
dc.relation.issn1144-0546
dc.relation.numberinseries3
dc.relation.volume36
dc.type.versionacceptedVersion
dc.rights.copyright© Royal Society of Chemistry. This is an electronic final draft version of an article whose final and definitive form has been published in the journal 'New Journal of Chemistry' by RSC.
dc.rights.accesslevelopenAccessfi
dc.type.publicationarticle
dc.subject.ysocesium
dc.subject.ysokalium
dc.subject.ysoröntgenkristallografia
dc.subject.ysosupramolekulaarinen kemia
jyx.subject.urihttp://www.yso.fi/onto/yso/p16504
jyx.subject.urihttp://www.yso.fi/onto/yso/p11555
jyx.subject.urihttp://www.yso.fi/onto/yso/p29058
jyx.subject.urihttp://www.yso.fi/onto/yso/p37759
dc.relation.doi10.1039/C2NJ20981K
dc.type.okmA1


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