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Title: A POTENTIAL CHIRAL DERIVATIZING AGENT FOR 1,2-DIGLYCERIDES

Author
item Sonnet, Philip
item Oliver, James
item WATERS ROLAND M - 1270-05-00
item King, Gregory
item PANICKER SIMI - 1275-17-00

Submitted to: Chemistry and Physics of Lipids
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 6/23/1995
Publication Date: N/A
Citation: N/A

Interpretive Summary: Restructuring of the fatty acid or triglyceride content of vegetable oils and animal fats is an important component of current industrial research in the private sector. Some of the research focuses on developing new crops by altering the genetic content of traditional crops, while other efforts use conventional techniques to restructure oils in response to concerns about human health. These efforts depend critically upon the ability to determine the exact constitution of the various components of a restructured triglyceride in order to monitor that work. This paper reports a general procedure that may be used to determine the three-dimensional structure of triglycerides. Comparison with existing methodologies indicates greater ease of application with this method, which should pave the way for facile and accurate evaluation of triglycerides whether they are produced by genetic alteration or by conventional synthesis.

Technical Abstract: Several chiral naphthylacetic acids have been prepared and evaluated as chiral derivatizing reagents for chiral alcohols. Fluorinated acids provide good general HPLC separations of chiral alcohols, especially 1,2-diglycerides. The separations and the 19F NMR shift differences of pairs of diastereomers are documented.