Chemistry and physics of lipids

Efficient synthesis of the cholinephosphate phospholipid headgroup

EK Hendrickson, HS Hendrickson

Index: Hendrickson, Elizabeth K.; Hendrickson, H.Stewart Chemistry and Physics of Lipids, 2001 , vol. 109, # 2 p. 203 - 207

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Citation Number: 7

Abstract

In search of an efficient method to prepare cholinephosphate headgroups in phospholipids under mild conditions (where the diacylglycerol moiety is not subject to oxidation), a method was developed for phosphorylation using a trialkyl phosphite and I2. The active intermediate is a phosphoryl iodide formed by oxidation of the phosphite with I2. 2-Bromoethanol, dimethyl chlorophosphite, and an alcohol (diglyceride) are converted to a phosphate ...