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Synthesis and biological characterization of 10, 11‐methylene‐9‐nonadecene; an analog of sterculic acid
Author(s) -
Clark James R.,
Kircher Henry W.
Publication year - 1972
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/bf02533244
Subject(s) - methylene , stearic acid , methylene blue , chemistry , oleic acid , in vivo , silver nitrate , methyl oleate , alcohol , organic chemistry , lipidology , clinical chemistry , nuclear chemistry , biochemistry , fatty acid , catalysis , biology , microbiology and biotechnology , photocatalysis
A method is presented for the preparation of 10, 11‐methylene‐9‐nonadecene, a structural analog of the biologically active 9, 10‐methylene‐9‐octadecene (sterculene). When tested for its ability to inhibit stearyl CoA desaturase in vivo, 10, 11‐methylene‐9‐nonadecene failed to alter the stearic‐oleic acid ratio in the yolks of eggs from hens that had been fed 75 mg per day for 8 days. The compound did not give the Halphen test nor react rapidly with silver nitrate or methyl mercaptan in alcohol.