127940-24-3

Upstream product

• 128110-25-8 (L)-1,2:4,5-di-O-isopropylidene-myo-inositol 
• 124402-60-4 Hexadecanoic acid (R)-1-hexadecanoyloxymethyl-2-(hydroxy-phenoxy-phosphoryloxy)-ethyl ester 
• 119943-93-0 1-O-(tert-butyldiphenylsilyl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol 
• 1219455-51-2 8-(tert-Butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-ol 
• 127940-26-5 (R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester 
• 124581-40-4 sodium salt of 1,2-di-O-palmitoyl-sn-glycer-3-yl phenylphosphate 
• 51548-88-0 (+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol 

Downstream Products

• 28366-80-5 1,2-dipalmitoyl-sn-glycero-3-phospho-1'-myo-inositol 
• 57606-15-2 dipalmitoyl-L-α-phosphatidyl-D-myo-inositol 4-phosphate 

Relevant academic research and scientific papers

Inhibition of human erythrocyte membrane phosphatidylinositol 4-kinase by phospholipid analogues

Analogues of phosphatidylinositol (PtdIns, 1) have been synthesized to investigate the structural requirements for inhibition of a PtdIns 4-kinase obtained from human erythrocyte membranes. While the presence of either D-1 or D-3 stereochemistry in the inositol moiety greatly influences the degree of inhibition produced by PtdIns analogues, the stereochemistry of the glycerol moiety is of little consequence. Neither structural feature however, makes a significant contribution to binding affinity. Competitive inhibitory activity was found to be retained (or even enhanced) in substantially simpler analogues consisting of 1 or 2 hydrocarbon chains attached to a charged phosphate head group, such as in the phosphatidic acids, 24 and 26. The observation that the phosphatidylinositol 4-phosphate (PtdIns 4P) and phosphatidic acid analogues (eg, 16 or 17, and 26 respectively) inhibit PtdIns 4-kinase may suggest that such species have a regulatory role in PtdIns turnover.

IMPROVED SYNThESES OF INOSITOL PHOSPHOLIPID ANALOGUES

Short and convenient syntheses of PtdIns 4P and PtdIns analogues based on selective phosphorylation of (+)-2,3:5,6-di-O-isopropylidine-myo-inositol are presented.