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

Nzai, Jane Mbithe

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Description

Title

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

Author(s)

Nzai, Jane Mbithe

Issue Date

1997

Doctoral Committee Chair(s)

Perkins, Edward G.

Department of Study

Food Science and Human Nutrition

Discipline

Food Science and Human Nutrition

Degree Granting Institution

University of Illinois at Urbana-Champaign

Degree Name

Ph.D.

Degree Level

Dissertation

Keyword(s)

Chemistry, Agricultural

Language

eng

Abstract

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.

Graduation Semester

1997

Type of Resource

text

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http://hdl.handle.net/2142/83721

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