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pubmed:abstractText |
The first total synthesis of adenophostin A, a potent IP3-receptor agonist, was accomplished by AgCIO4-gamma-collidine-promoted glycosylation employing 2-O-benzyl-3,4,6-tri-O-acetyl-alpha-D-glucopyranosyl bromide as a glycosyl donor. Stable conformations of both IP3 and adenophostin A were elucidated by molecular mechanics calculations. Three phosphorus atoms of the most stable conformations of IP3 and adenophostin A were superimposed by a rms deviation of 0.6 A, indicating that the phosphoryl groups adopt a similar spatial arrangement in both conformations.
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