A simple method for the synthesis of ceramides and radiolabeled analogues

被引:16
作者
Anand, JK [1 ]
Sadozai, KK [1 ]
Hakomori, S [1 ]
机构
[1] BIOMEMBRANE INST,SEATTLE,WA 98119
关键词
D O I
10.1007/BF02522695
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A simple method has been developed for the coupling of amines to carboxylic acids. N-Fatty-acyl-sphingosine, cerebroside, and GM(3), as well as their respective [C-14] analogues, were synthesized using diethylphosphoryl cyanide as a potent coupling agent in the presence of triethylamine. The reaction procedure is rapid, racemization-free, and utilizes acids without derivatization. The desired ceramide products were obtained in 85-90% yield within one hour. The facile method presented here can also be used to synthesize [H-3]-N-acyl-labeled, as well as [C-14] [H-3] double-labeled, ceramides.
引用
收藏
页码:995 / 998
页数:4
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