Metabolism of Hydroxy Fatty Acids V. Metabolic Conversion of Homoricinoleic and Homoricinelaidic Acids by Escherichia coli K 12*

Abstract
The cells of E. coli K 12 grown in a liquid medium containing meat extract and homoricinoleic (13-hydroxynonadec-cis-10-enoic) acid yielded 4 specific metabolites. These metabolites are 11-hydroxyheptadec-cis-8-enoic, 9-hydroxypentadec-cis-6-enoic, 7-hydroxytridec-cis-4-enoic and 5-hydroxyundec-cis-2-enoic (as its [delta]-lactone form) acids. Further degradation of 5-hydroxyundec-cis-2-enoic acid was negligible. Similar results were obtained by addition of homoricinelaidic acid. Some possible reasons for the cessation of the conversion are discussed. Homoricinoleic acid was synthesized chemically by one C addition to ricinoleic acid. 5-Hydroxyundec-cis-2-enoic acid lactone was also synthesized.

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