Biosynthesis of 4D-hydroxysphinganine by the rat. En bloc incorporation of the sphinganine carbon backbone.
Rats were injected intravenously with erythro-DL-[1-3H]sphinganine. Radiolabeled 4D-hydroxysphinganine (phytosphingosine) was detected (in addition to sphinganine and 4-sphingenine) in glycolipid- and sphingomyelin-rich fractions from intestine and kidney. Identification of these bases was achieved following hydrolysis of the these fractions and conversion of the long chain bases to their N-dinitrophenyl (Dnp) derivatives. Dnp-4D-hydroxy[3H]sphinganine was characterized by: comigration on thin-layer chromatography with authentic standard and detection of pentadecanol and Dnp-[3H]serinol. These results strongly suggest that in mammalian tissues the C18 carbon backbone of 4D-hydroxysphinganine can be derived (en bloc) from sphinganine.
D000818:Animals; D002855:Chromatography, Thin Layer; D007413:Intestinal Mucosa / Q000378:metabolism*; D007553:Isotope Labeling / Q000379:methods; D007668:Kidney / Q000378:metabolism*; D008297:Male; D009928:Organ Specificity; D051381:Rats; D011919:Rats, Inbred Strains; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000302:isolation & purification / Q000378:metabolism; D014316:Tritium
D014316:Tritium; C012491:phytosphingosine; D013110:Sphingosine; C005682:safingol