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The stereochemistry of phytanic acid in Refsum's Syndrome
Author(s) -
Lough A. K.
Publication year - 1970
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02532469
Subject(s) - phytanic acid , phytol , chemistry , ketone , ozonolysis , optical rotatory dispersion , stereochemistry , organic chemistry , biochemistry , circular dichroism , peroxisome , gene
Phytanic acid has been isolated from the total lipids of the liver of a human suffering from the disease, Refsum's Syndrome (Heredopathia atactica polyneuritiformis). Optical rotation measurements were made on the acid, and on the ketone 6,10,14‐trimethylpentadecan‐2‐one which resulted from the oxidative degradation of the acid and the reductive ozonolysis of phytol. From a comparison of the optical rotatory dispersion curves of the ketone and from the optical rotation data for the acid it is concluded that the phytanic acid isolated has the configuration 3‐ dl 7‐ d 11‐ d 15 tetramethylhexadecanoic acid with the 3‐ l diastereoisomer predominating.