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Clinical pharmacy PharmD program Third level Phytochemistry-1 (PG-504)
E) Effect of Alkalis on Monosaccharide:
Dilute alkalis catalyses mutarotation (isomerization):
• A process taking place mainly at the reducing end of the molecule and
rearrangement of the hydroxyl group at C-2 is termed “epimerization”.
• When D-glucose is treated with dilute alkalis for several hours, it
undergoes isomerization giving an equilibrium mixture of D-glucose, D-
mannose and D-fructose.
• This results in the formation of a common intermediate enediol.
• The process of shifting of hydrogen atom from one carbon to another to
produce enediols is known as tautomeization.
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