7-carbon mimics of D-glucose and L-fucose: Activation by 6R-, and inactivation by 6S, -6C-methylglucose of glycogen synthase: Inhibition of glucokinase and/or glucose-6-phosphatase

Journal article

Short efficient syntheses of epimeric C6-C-methyl glucoses are described. One C-6 epimer activates glycogen synthase while the other epimer inactivates the enzyme; C6R-C-methyl glucose 3 is the first example of a specific inhibitor of glucose-6-phosphatase and can increase the intracellular concentration of glucose-6-phosphate 20 times. C6S-C-methyl glucose 2 inhibits glucokinase and glucose-6-phosphatase, but also has the potential to give easy access to α-C-glycosides of L-fucose, C-6-Alkyl...

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Authors: Bleriot, Y; Smelt, K; Cadefau, J; Bollen, M; Stalmans, W

• Publication status: Published
• Journal: TETRAHEDRON LETTERS
• Volume: 37
• Issue: 39
• Pages: 7155-7158
• Publication date: 1996-09-23
• DOI: 10.1016/0040-4039(96)01565-1
• ISSN: 0040-4039
• Language: English