期刊
CHEMISTRY AND PHYSICS OF LIPIDS
卷 151, 期 2, 页码 125-128出版社
ELSEVIER IRELAND LTD
DOI: 10.1016/j.chemphyslip.2007.10.005
关键词
biotin; ceramide phosphate; fluorescence; sphingosine phosphate; sphingolipids; sphingolipidomics
An efficient, one-pot procedure for the synthesis of ceramide 1-phosphates with varying N-acyl substituents, to serve as tool compounds for analytical and biological investigations, was developed. Sphingosine 1-phosphate was silylated in situ to increase its solubility and to protect the 3-hydroxy functionality and then allowed to react with activated acid derivatives in the presence of diisopropylethylamine. Simultaneous cleavage of the silyl protecting groups and separation from reagents and by-products was achieved by medium pressure chromatography on reversed phase material. Thus, ceramide 1-phosphates with various fatty acid chains and with fluorescent and affinity labels attached to the sphingoid backbone were prepared in good yields. (C) 2007 Elsevier Ireland Ltd. All rights reserved.
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