Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside*
An improved procedure for the conversion of cerebroside to ceramide and sphingosine has been devised, consisting of periodate opening of the glycosidic ring, reduction with NaBH4, and hydrolysis under very mild acid conditions to ceramide. The over-all yield is excellent and only the erythro isomer...
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Format: | Article |
Language: | English |
Published: |
Elsevier
1961-07-01
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Series: | Journal of Lipid Research |
Online Access: | http://www.sciencedirect.com/science/article/pii/S002222752039009X |
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author | H.E. Carter J.A. Rothfus Roy Gigg |
author_facet | H.E. Carter J.A. Rothfus Roy Gigg |
author_sort | H.E. Carter |
collection | DOAJ |
description | An improved procedure for the conversion of cerebroside to ceramide and sphingosine has been devised, consisting of periodate opening of the glycosidic ring, reduction with NaBH4, and hydrolysis under very mild acid conditions to ceramide. The over-all yield is excellent and only the erythro isomer results. Alkaline hydrolysis of ceramide gives erythro-sphingosine in good yield. Application of this procedure to Gaucher cerebroside has shown it to contain the “normal” erythro-sphingosine. |
first_indexed | 2024-12-20T02:39:29Z |
format | Article |
id | doaj.art-79c2045714e14b328a41f498b40c02e8 |
institution | Directory Open Access Journal |
issn | 0022-2275 |
language | English |
last_indexed | 2024-12-20T02:39:29Z |
publishDate | 1961-07-01 |
publisher | Elsevier |
record_format | Article |
series | Journal of Lipid Research |
spelling | doaj.art-79c2045714e14b328a41f498b40c02e82022-12-21T19:56:21ZengElsevierJournal of Lipid Research0022-22751961-07-0123228234Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside*H.E. Carter0J.A. Rothfus1Roy Gigg2Division of Biochemistry, Noyes Laboratory of Chemistry, University of Illinois, Urbana, IllinoisDivision of Biochemistry, Noyes Laboratory of Chemistry, University of Illinois, Urbana, IllinoisDivision of Biochemistry, Noyes Laboratory of Chemistry, University of Illinois, Urbana, IllinoisAn improved procedure for the conversion of cerebroside to ceramide and sphingosine has been devised, consisting of periodate opening of the glycosidic ring, reduction with NaBH4, and hydrolysis under very mild acid conditions to ceramide. The over-all yield is excellent and only the erythro isomer results. Alkaline hydrolysis of ceramide gives erythro-sphingosine in good yield. Application of this procedure to Gaucher cerebroside has shown it to contain the “normal” erythro-sphingosine.http://www.sciencedirect.com/science/article/pii/S002222752039009X |
spellingShingle | H.E. Carter J.A. Rothfus Roy Gigg Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside* Journal of Lipid Research |
title | Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside* |
title_full | Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside* |
title_fullStr | Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside* |
title_full_unstemmed | Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside* |
title_short | Biochemistry of the sphingolipids: XII. conversion of cerebrosides to ceramides and sphingosine; structure of Gaucher cerebroside* |
title_sort | biochemistry of the sphingolipids xii conversion of cerebrosides to ceramides and sphingosine structure of gaucher cerebroside |
url | http://www.sciencedirect.com/science/article/pii/S002222752039009X |
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