The Analysis, Characterization and the Chemical Syntheses of C(20) and C(22) Cyclic Fatty Acid Monomers Formed in Heated Fish Oil

Chemical synthesis of C$\sb{20}$ and C$\sb{22}$ CFAMs was carried out to enable (1) the determination of their physical and chemical properties, (2) to provide standards for the identification and characterization of CFAMs present in heated fish oils and (3) to make available pure standards for use in biological studies. Cyclopentyl and cyclohexyl CFAMs were synthesized to enable the identification of different cyclic fatty acids formed from both eicosapentaenoic and docosahexaenoic acids, C$\sb{20}$ and C$\sb{22}$ CFAMs respectively. Synthetic routes were developed to maximize the yield of both the intermediates and final products. Optimization of the chemical synthesis was carried out using the response surface methodology. Gas chromatography-mass spectrometry, high resolution $\sp1$H nuclear magnetic resonance and fourier transform infra-red spectrometry were used for structural verification of intermediates and final products.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Food Science and Human Nutrition

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2015

Author dc:creator

• Nzai, Jane Mbithe

Contributors dc:contributor

• Perkins, Edward G.

• Chemistry, Agricultural

Language dc:language

eng

Identifier

(MiAaPQ)AAI9737209

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/83721