Abstract
Most of the radioactivity was eliminated exclusively into the urine when thiamine tetrahydrofurfuryl disulfide-S35 (outer) was fed to rats. The metabolites were isolated by chromatographic fractionation using silicic acid or a hyldietaminoethyl Sephadex anion exchanger. The isolated metabolites were compared with synthetic standards and were characterized chemically by isotope dilution, infrared analysis, nuclear magnetic resonance and mass spectrometry. About 90% of the urinary radioactivity was thus identified as υ-hydroxy-δ-methylsulfonyl valerie acid (50-70%), methyl tetrahydrofurfuryl sulfoxide (15-30%), υ-hydroxy-δ-methylsulfinyl valerie acid (4-7%), methyl tetrahydrofurfuryl sulfone (2-4%) and inorganic sulfate (3-6%). The hydroxy valerie acid metabolites were converted to the corresponding υ-lactones by treatment with acid, and the identity of the lactones was also established by spectroscopy, mass spectrometry and isotope dilution. Time course studies on metabolite pattern show that υ-hydroxy-δ-methylsulfonyl valeric acid is a main and terminal product. The present studies add further evidence for the importance of the methylsulfonyl pathway in the biotransformation of foreign alkyl mercaptans.
Footnotes
- Received January 3, 1967.
- Accepted July 7, 1967.
- © 1967 by The Williams & Wilkins Company
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