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Lucka Jordán Penagos

Pyranose v/s Furanose form of Glucose and Fructose

Daniel Gardini  Follow

You are correct that the same reasoning can be applied to fructose, and, as with glucose, the beta-pyranose form is most stable.

It is common in biochemistry textbooks, however, to draw fructose as a furanose. The reason for this is that fructose 6-phosphate is a common metabolite, and the phosphate group prevents the 6'-hydroxyl group from participating in ring closure. As a result, the free 5'-hydroxyl attacks the carbonyl, and a furanose is formed. Similarly, fructan biopolymers often contain 1,6 linkages that also prevent the pyranose formation.

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