An anionic inositol phosphate glycan pseudotetrasaccharide exhibits high insulin-mimetic activity in rat adipocytes.
Inositol phosphate glycan pseudotetrasaccharides consisting of man-(alpha1-6)-man-(alpha1-4)-glcN-(alpha,beta1-6)-myo-inositol-1,2-cyclic phosphate possessing a sulfate group at either O-6 (compounds 3alpha,beta) or O-2 (compounds 4alpha,beta) of the terminal mannose have been prepared. Compound 4alpha was able to stimulate lipogenesis in native rat adipocytes to 78% of the maximal insulin response (MIR) with an EC50 of 1.1 microM. The other compounds exhibited lower maximal stimulations (47-63% MIR) and higher EC50 values (9.5-10.6 microM).
Chakraborty
Nilanjana
N
Michael Chemistry Laboratory, Department of Chemistry, Tufts University, Medford, MA 02155, USA.
d'Alarcao
Marc
M
D017667:Adipocytes / Q000187:drug effects* / Q000378:metabolism; D000818:Animals; D000838:Anions / Q000737:chemistry; D040761:Biomimetic Materials / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D032701:Biomimetics; D002240:Carbohydrate Sequence; D002478:Cells, Cultured; D007295:Inositol Phosphates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D007328:Insulin / Q000494:pharmacology*; D050155:Lipogenesis; D011134:Polysaccharides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D051381:Rats
D000838:Anions; D007295:Inositol Phosphates; D007328:Insulin; D011134:Polysaccharides; C028039:inositol phosphate glycan