CHEMICAL SYNTHESIS OF [CEREBROSIDE-H-3 [SULFATE-S-35 AND ITS INVIVO METABOLISM IN RAT-BRAIN

—Double‐labeled sulfatide containing [3‐3H]lignoceric acid and [35S]sulfate was synthesized and injected intracerebrally into 28‐day‐old rats. The 3H‐labeled sulfatide was synthesized by condensing (RS)‐[3‐3H]lignoceroyl chloride with lysosulfatide which had been obtained by saponification of sulfatide. The 35S‐labeled sulfatide was synthesized by using [35S]sulfuric acid for sulfating 2′, 4′, 6′‐tri‐benzoyl‐galactosyl N‐fatty acyl, N‐benzoyl‐3‐0‐benzoyl‐sphingosine, which had been obtained by per‐benzoylation followed by solvolysis of calf brain nonhydroxycerebrosides. The perbenzoylated [35S]sul‐fatide was then subjected to mild alkaline saponification. Eight hours following the injection, the brain lipids contained various radioactive sphingolipids in addition to sulfatides. Fourteen per cent of the injected 3H was recovered in total lipids, and 26% of this was found in sulfatide. Nonhydroxy‐ and hydroxyceramides, nonhydroxy‐ and hydroxycerebrosides, and polar lipids contained 7, 1, 8, 3, and 22 per cent of the 3H found in total lipids, respectively. On the other hand, only 6% of the 35S injected was recovered in total lipids; 63% of this was found in sulfatide, 5% in a mixture of seminolipid and cholesterol sulfate and 10% in a water‐soluble material. Copyright © 1979, Wiley Blackwell. All rights reserved