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Metabolism of alpha‐alkoxy glyceryl monoethers in rat liver, in vivo and in vitro
Author(s) -
Snyder Fred,
Pfleger Raymond C.
Publication year - 1966
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/bf02532676
Subject(s) - in vivo , alkoxy group , in vitro , metabolism , clinical chemistry , chemistry , alpha (finance) , lipidology , pharmacology , biochemistry , medicine , endocrinology , biology , alkyl , organic chemistry , surgery , microbiology and biotechnology , construct validity , patient satisfaction
An investigation of the metabolism of 14 C and 3 H labeled α‐isomers of C 16 and C 18 alkoxy monoethers, administered intravenously and added to liver slices, showed extensive cleavage of the ether bond in rat liver. Approximately 99% cleavage of the C 16∶0 ether bond and approximately 94% cleavage of the C 18∶0 ether bond occurred in rat liver within 6 hours after intravenous injection. With doubly labeled chimyl alcohol ( 3 H and 14 C), acetylation and subsequent acetolysis demonstrated that less than 0.92% of the phosphatides and less than 1.52% of total lipid radioactivity were in the form of alkoxy ethers. Long‐chain fatty alcohols and fatty acids were the principal products of the ether cleavage in the liver. The relative rate of 14 C incorporation from chimyl alcohol and batyl alcohol into triglycerides and phospholipids, respectively, demonstrates that the palmitic (from chimyl alcohol) and stearic (from batyl alcohol) acids formed after cleavage enter the free fatty acid pool. The liver contained most of the radioactive label in the lecithin and cephalin of the microsomal fraction. Incubation of the labeled batyl or chimyl alcohols with liver slices resulted in the same products as in the in vivo experiments. Less than 1.4% of the C 16 and C 18 alkoxy ethers was oxidized to 14 CO 2 during a 3‐hour incubation. In view of the extensive cleavage of the ether bond by liver, the hemopoietic and radioprotective activities reported for the alkoxy ethers should be reevaluated in terms of their metabolic products.