164936-96-3Relevant academic research and scientific papers
Studies of the topography of biomembranes: the four-step synthesis of a photoactivatable transmembrane phospholipidic probe and its dideuterated analogue
Yamamoto, Masakuni,Dolle, Valerie,Warnock, William,Diyizou, Yvonne,Yamada, Masashi,et al.
, p. 317 - 329 (2007/10/02)
A convenient method for the synthesis of a dipolar transmembrane phospholipid 1a, which would be a useful photolabelling probe for the study of the topography of sterols of proteins in biomembranes, is described.Starting from 4,4'-dihydroxybenzophenone 13, 1a was synthesized in 4 steps in 31percent total yield.The final, key step, acylation of lysophosphatidylcholine-cadmium chloride complex (4), was achieved using cesium fluoride as a catalyst in DMF.The preparation of the dideuterated 1b or diiodinated 1c analogues is also described.The reaction scheme presented here can also be used for the synthesis of a spin label, a fluorescence label, or a label carrying a high specific radioactivity.Keywords: photolabelling / transmembrane probe / topography / biomembrane / phospholipid bilayer
