Taxonomic group: protista / Evosea
(Phylum: Evosea)
Associated disease: intestinal infections due to Entamoeba [ICD11:
1A36.0 
, ICD11:
XN3S1 ];
amoebic liver abscess [ICD11:
1A36.10 , ICD11:
XN3S1 ];
infection due to Entamoeba histolytica [ICD11:
XN82F ]
NCBI PubMed ID: 27326923Publication DOI: 10.1039/c6ob01062hJournal NLM ID: 101154995Publisher: The Royal Society of Chemistry
Correspondence: fujimotoy
chem.keio.ac.jp
Institutions: Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan, Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan, Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
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, Entamoeba histolytica, Glycosylphosphatidylinositol, GPI, protozoan
Structure type: monomer
Location inside paper: p.6672, Fig. 1, structure 1b
Compound class: inositol phospholipid
Contained glycoepitopes: IEDB_141181
Methods: NMR, chemical synthesis, HPLC, phosphorylation
Comments, role: LIP = C30:1 = SMILES CCCCCCCC/C=C/CCCCCCCCCCCCCCCCCCCC(O)=O
Related record ID(s): 7255
NCBI Taxonomy refs (TaxIDs): 5759
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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