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- Title
GC/EI-MS Determination of the Diastereomer Distribution of Phytanic Acid in Food Samples.
- Authors
Schröder, Markus; Vetter, Walter
- Abstract
Phytanic acid (3,7,11,15-tetramethylhexadecanoic acid) is a branched-chain fatty acid, produced by bacteria by means of oxidation and biohydrogenation of the chlorophyll side chain phytol (3,7 R,11 R,15-tetramethylhexadec-2-en-1-ol). The later reaction generates to a new stereogenic center on C-3 which can be both 3 R- or 3 S-configured. Thus, two diastereomers (3 S,7 R,11 R,15- and 3 R,7 R,11 R,15-phytanic acid) are naturally produced. In this study we examined the diastereomer composition of phytanic acid in terrestrial and marine food samples. Phytanic acid was transferred into its methyl ester which was analyzed by GC/MS in the selected ion monitoring mode. The first eluted diastereomer in the samples was tentatively identified as 3 S,7 R,11 R,15-phytanic acid. The marine samples were clearly dominated by 3 S,7 R,11 R,15-phytanic acid whose abundance was higher in marine mammals than in fish. Milk from one organic cow collected over a period of 30 days showed lower proportions of 3 S,7 R,11 R,15-phytanic acid than milk from one cow raised with conventional feed. The difference between organic and conventional dairy products (cheese and butter) was not as pronounced as in milk. Milk samples from other mammals (goat, sheep, mare, camel, moose, and human) also showed an excess of 3 S,7 R,11 R,15-phytanic acid except for camel and moose milk.
- Subjects
DIASTEREOISOMERS; FATTY acids; DAIRY products; MARINE animal oils; FOOD chemistry; BACTERIA; OXIDATION
- Publication
Journal of the American Oil Chemists' Society (JAOCS), 2011, Vol 88, Issue 3, p341
- ISSN
0003-021X
- Publication type
Article
- DOI
10.1007/s11746-010-1682-y