219530-55-9

Upstream product

• 100-39-0 benzyl bromide 
• 219530-20-8 3-O-allyl-1,4-anhydro-5-O-benzyl-D-ribitol 
• 219530-26-4 3-O-allyl-5-O-benzyl-D-ribitol 
• 211630-26-1 6-O-acetyl-3,4-di-O-allyl-2-O-benzyl-D-glucopyranosyl fluoride 
• 219530-28-6 1,4-anhydro-3-O-allyl-2-O-benzoyl-5-O-benzyl-D-ribitol 
• 205191-96-4 3-O-allyl-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 2592-42-9 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 

Downstream Products

• 219530-58-2 Phosphoric acid dibenzyl ester (2R,3R,4R,5R,6S)-5-benzyloxy-2-benzyloxymethyl-6-[(3S,4R,5R)-5-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-tetrahydro-furan-3-yloxy]-4-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Synthesis of adenophostin analogues lacking the adenine moiety as novel potent IP3 receptor ligands: Some structural requirements for the significant activity of adenophostin a

1-O-Tetrahydrofuranyl-α-D-glucopyranose derivatives 5-8 were designed and synthesized as novel IP3 receptor ligands. The glycosidation reactions between fluoroglycosyl donor 23 and tetrahydrofuran derivatives 11-14 as glycosyl acceptors selectively gave the corresponding α-glycosides, which were converted into the target compounds 5-8 via the introduction of phosphate groups using the phosphoramidite method. Among these compounds, 1- O-tetrahydrofuranyl-α-D-glucopyranose trisphosphate derivatives 5 and 8 significantly inhibited the binding of [3H] IP3 to IP3 receptor from porcine cerebella, with IC50 values of 25 and 27 nM, respectively, which were comparable to the affinity of IP3 itself.