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Synthesis of Glycosphingolipids and Psychosines
Author(s) -
Schmidt Richard R.,
Zimmermann Peter
Publication year - 1986
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198607251
Subject(s) - glycolipid , glucocerebroside , ceramide , glycosphingolipid , reversing , chemistry , biochemistry , combinatorial chemistry , engineering , glucocerebrosidase , apoptosis , gene , automotive engineering
As components of biological membranes , glycolipids are of great importance. By reversing the usual order of steps in the synthesis, the yields obtained by a known method have been dramatically improved: the azidosphingosine and not the ceramide is glycosylated first by means of the trichloroacetimidate method. O ‐Glucopsychosine ( 1 , NH 2 instead of NHCOC 15 H 31 ) can thereby be facilely acylated to give the glucocerebroside 1 .