544686-84-2Relevant academic research and scientific papers
Regioselective phosphorylation of: Myo -inositol with BINOL-derived phosphoramidites and its application for protozoan lysophosphatidylinositol
Aiba, Toshihiko,Sato, Masaki,Umegaki, Daichi,Iwasaki, Takanori,Kambe, Nobuaki,Fukase, Koichi,Fujimoto, Yukari
supporting information, p. 6672 - 6675 (2016/07/21)
A regioselective phosphorylation method for myo-inositol was developed by utilizing readily preparable BINOL-derived phosphoramidites. The method also facilitated the complete separation of the diastereomeric products by simple chromatography. Based on this phosphorylation and Ni-catalyzed alkyl-alkyl cross-coupling reaction for long fatty acids, we achieved the first synthesis of a lysophosphatidylinositol, EhPIa having long fatty acid C30:1, as a partial structure of glycosylphosphatidylinositol (GPI) anchor from the cell membrane of a protozoa, Entamoeba histolytica.
Synthesis of structural variants of Staphylococcus aureus lipoteichoic acid (LTA)
Figueroa-Perez, Ignacio,Stadelmaier, Andreas,Morath, Siegfried,Hartung, Thomas,Schmidt, Richard R.
, p. 493 - 506 (2007/10/03)
Based on 1,2-O-isopropylidene-sn-glycerol, which is readily available from d-mannitol, five chiral building blocks for the construction of structural variants of Staphylococcus aureus LTA designed and synthesized. Ligation of these building blocks led readily to the target molecules 1 and 2. They demonstrated that the d-alanine residues at the glycerophosphate backbone are decisive for the activation of the immune system.
