SYNTHETIC ROUTE FOR C-14 LABELING OF A BIOACTIVE LIPID-A ANALOG
SYNTHETIC ROUTE FOR C-14 LABELING OF A BIOACTIVE LIPID-A ANALOG
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DOI：
10.1016/0040-4039(95)01863-d
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发表时间：
1995-11-20
影响因子：
1.8
通讯作者：
KUSUMOTO, S
中科院分区：
文献类型：
--
作者：
FUKASE, K;AOKI, Y;KUSUMOTO, S
A synthetic route for C-14-labeling of a phosphonooxyethyl (PE) analogue of E. coli lipid A was established by cold experiments. The PE analogue is chemically more stable than natural lipid A but shows practically identical biological activity. The glycosidation of ethylene glycol unit as the C-14-labeled position was effected with a disaccharide thioglycoside by use of a hypervalent iodine reagent, PhIO-SnClO4-AgClO4, as an activator. p-Methoxybenzyl group used for the protection of the distal hydroxyl group of ethylene glycol was selectively removed by trimethylsilyl triflate in CH3CN-CH2Cl2 followed by phosphorylation and deprotection gave the target compound.
