314253-13-9Relevant academic research and scientific papers
C-Glycoside based mimics of D-myo-inositol 1,4,5-trisphosphate
Rosenberg, Heidi J.,Riley, Andrew M.,Correa, Vanessa,Taylor, Colin W.,Potter, Barry V.L.
, p. 7 - 16 (2000)
Epimeric C-glycoside based polyphosphates, α- and β-D-glucopyranosylmethanol 3,4,1'-trisphosphates (8 and 9) were prepared from D-glucose. The key intermediate, allyl 2,6-di-O-benzyl-α-D-glucopyranoside, was prepared in five steps (67% yield) from allyl α-D-glucopyranoside without the need for chromatography. Compounds 8 and 9 were shown to be full agonists at the Ins(1,4,5)P3 receptors of permeabilised hepatocytes, but with markedly different potencies. Such C-glycoside analogues are worthy of further development as Ins(1,4,5)P3 receptor ligands. (C) 2000 Elsevier Science Ltd.
