Amylose Inclusion Complexes with Fatty Acid and Functional Molecules
Open Access
- Author:
- Marden, Erica
- Area of Honors:
- Materials Science and Engineering
- Degree:
- Bachelor of Science
- Document Type:
- Thesis
- Thesis Supervisors:
- James Patrick Runt, Thesis Supervisor
Dr. David John Green, Thesis Honors Advisor - Keywords:
- amylose
fatty acid
functional molecules
x-ray diffraction
differential scanning calorimetry
V-type inclusion complex - Abstract:
- Amylose complexes with specific guest molecules have been shown to protect the included molecule through improved aqueous solubility, biocompatibility, and stability. However, the ability of amylose to form complexes with more structurally complicated bioactive compounds and functional molecules was unclear. The objective of this thesis was to determine if amylose inclusion complexes with dicarboxylic fatty acids, ionic liquid, and thiol functional molecules were possible. The effects of inclusion concentration and precipitation pH during synthesis on the success and degree of complex formation were also examined. Amylose complexes with azelaic acid, dodecanedioic acid, benzyldimethyltetradecylammonium chloride (BDTAC), and 12-mercaptododecaneoic acid (MDA) were attempted through chemical synthesis. The synthesized products were quantitatively and qualitatively characterized using X-Ray Diffraction (XRD) and Differential Scanning Calorimetry (DSC) to determine the success of inclusion complex formation. Successful complexes were identified based on the change in crystallization from amorphous amylose to the v-type crystalline structure of amylose inclusion complexes. The results of XRD indicated that amylose formed a successful v-type complex with dodecanedioic acid and MDA. The presence of mixed character b-type and v-type crystallization was observed for the amylose and azelaic acid product. Amylose and BDTAC did not form a complex and exhibited no crystallization. XRD data showed that an inclusion concentration of 10% and an acidic precipitation pH optimized the conditions for complex formation. The DSC data confirmed the XRD results by showing phase transition temperatures characteristic of v-type complex crystallization at 97 and 120 oC for the amylose-dodecanedioic and amylose-MDA products. A phase transition at 120 oC for the amylose-azelaic acid product confirmed partial v-type complex crystallization while the absence of any high temperature phase transitions for the amylose-BDTAC product confirmed a noncrystalline product. This thesis concludes that that amylose inclusion complexes can be created with structurally complicated dicarboxylic acids and functional molecules.