1214020-75-3Relevant articles and documents
Synthesis of non-hydrolysable mimics of glycosylphosphatidylinositol (GPI) anchors
Yadav, Mahipal,Raghupathy, Riya,Saikam, Varma,Dara, Saidulu,Singh, Parvinder Pal,Sawant, Sanghapal D.,Mayor, Satyajit,Vishwakarma, Ram A.
, p. 1163 - 1172 (2014/02/14)
Synthesis of first generation non-hydrolysable C-phosphonate GPI analogs, viz., 6-O-(2-amino-2-deoxy-α-d-glucopyranosyl)-d-myo-inositol-1-O-(sn-3,4- bis(palmitoyloxy)butyl-1-phosphonate) 23a and 6-O-(2-amino-2-deoxy-α-d- glucopyranosyl)-d-myo-inositol-1-O-(sn-2,3-bis(palmitoyloxy)propyl-1- phosphonate) 23b, is reported. The target compounds were synthesized by the coupling of α-pseudodisaccharide 21 with phosphonic acids 18a and 18b respectively in quantitative yield followed by de-protection. These synthetic C-phosphonate GPI-probes were resistant to phosphatidylinositol specific phospholipase C (PI-PLC) and also showed moderate inhibition of the enzyme activity. The Royal Society of Chemistry.
Stereoselective α-glycosylation of C(6)-hydroxyl myo-inositols via nickel catalysis - Application to the synthesis of GPI anchor pseudo-oligosaccharides
McConnell, Matthew S.,Mensah, Enoch A.,Nguyen, Hien M.
, p. 146 - 152 (2013/11/06)
Glycosylphosphatidyl inositol (GPI) anchors play a key role in many eukaryotic biological pathways. Stereoselective synthesis of GPI anchor analogues have proven to be critical for probing the biosynthesis, structure, and biological properties of these co
Efficient syntheses of chiral myo-inositol derivatives-key intermediates in glycosylphosphatidylinositol (GPI) syntheses
Yu, Fei,Guo, Zhongwu
scheme or table, p. 3852 - 3855 (2010/03/02)
A facile and effective method was developed for large-scale syntheses of myo-inositol derivatives with the 1,2,6-O-positions differentiated from each other and from other positions as well. The syntheses started from methyl α-d-glucopyranoside, and the ke