Persistent Link:
http://hdl.handle.net/10150/186384
Title:
Supramolecular assemblies of diacetylenic amphiphiles.
Author:
Frankel, David Alan.
Issue Date:
1993
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
Ever since the earliest studies, lipids have always been found in liposomal form. Recently, it was discovered that aqueous solutions of certain glycolipids, phospholipids, and glutamate lipids could form nonspherical morphologies such as tubules or helices when cooled below their liquid to gel phase transitions. We have developed new synthetic polymerizable lipids which form non-spheroidal morphologies when hydrated. The use of diacetylenes has several advantages which include facile incorporation into alkyl chains of amphiphiles, stabilization of assemblies, and the introduction of non-linear optical, and conducting properties into these assemblies. This research may also provide insight into the molecular basis of self-organization. Multistep synthesis of diacetylenic glycosurfactants was performed in which the headgroup was progressively varied by incorporation of different hepto, hexo, pento, and tetrose open chain sugars. The stereochemical, enantiomeric, and hydrophobic/hydrophilic balance of the lipids was investigated as a function of the supramolecular morphologies which they formed. Synthetic diacetylenic lipids based on a glutamic acid backbone were also prepared. These lipids formed liposomes which could be dehydrated under constant temperature and humidity to form cast films with properties similar to Langmuir-Blodgett films. These lipids could also be used as templates to order other compounds which do not otherwise form ordered assemblies. From the work we hope to gain some insight to the molecular components of lipids which are necessary to dictate specific supramolecular morphologies.
Type:
text; Dissertation-Reproduction (electronic)
Keywords:
Dissertations, Academic.; Chemistry, Organic.
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Chemistry; Graduate College
Degree Grantor:
University of Arizona
Committee Chair:
O'Brien, David F.

Full metadata record

DC FieldValue Language
dc.language.isoenen_US
dc.titleSupramolecular assemblies of diacetylenic amphiphiles.en_US
dc.creatorFrankel, David Alan.en_US
dc.contributor.authorFrankel, David Alan.en_US
dc.date.issued1993en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstractEver since the earliest studies, lipids have always been found in liposomal form. Recently, it was discovered that aqueous solutions of certain glycolipids, phospholipids, and glutamate lipids could form nonspherical morphologies such as tubules or helices when cooled below their liquid to gel phase transitions. We have developed new synthetic polymerizable lipids which form non-spheroidal morphologies when hydrated. The use of diacetylenes has several advantages which include facile incorporation into alkyl chains of amphiphiles, stabilization of assemblies, and the introduction of non-linear optical, and conducting properties into these assemblies. This research may also provide insight into the molecular basis of self-organization. Multistep synthesis of diacetylenic glycosurfactants was performed in which the headgroup was progressively varied by incorporation of different hepto, hexo, pento, and tetrose open chain sugars. The stereochemical, enantiomeric, and hydrophobic/hydrophilic balance of the lipids was investigated as a function of the supramolecular morphologies which they formed. Synthetic diacetylenic lipids based on a glutamic acid backbone were also prepared. These lipids formed liposomes which could be dehydrated under constant temperature and humidity to form cast films with properties similar to Langmuir-Blodgett films. These lipids could also be used as templates to order other compounds which do not otherwise form ordered assemblies. From the work we hope to gain some insight to the molecular components of lipids which are necessary to dictate specific supramolecular morphologies.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
dc.subjectDissertations, Academic.en_US
dc.subjectChemistry, Organic.en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.contributor.chairO'Brien, David F.en_US
dc.contributor.committeememberMash, Eugene A., Jr.en_US
dc.contributor.committeememberFeltham, Robert D.en_US
dc.contributor.committeememberMiller, Walter B.en_US
dc.contributor.committeememberHall, Jr., H.K.en_US
dc.identifier.proquest9408461en_US
dc.identifier.oclc720410712en_US
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