The Mutarotation of Fructose and the Invertase Hydrolysis of Sucrose |
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Authors: | M. Cockman D. G. Kubler A. S. Oswald L. Wilson |
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Affiliation: | 1. Department of Chemistry , Furman University , Greenville, South Carolina, 29613;2. Chemistry Department , University of Florida , Gainesville, FL.;3. Chemistry Department , University of Virginia , Charlottesville, VA.;4. Chemistry Department , Florida State University , Tallahassee, FL. |
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Abstract: | Abstract Studies by GLC and GLC/MS of the mutarotation of fructose in water have been made to determine equilibrium composition as a function of temperature. The major components are β-fructo-pyranose, β-fructofuranose and α-fructofuranose in agreement with studies in the literature. There are small amounts of the α-fructopyranose and the open-chain ketone form. The major change during mutarotation is the ring size change for β-fructopyranose → β-fructofuranose, but other changes contribute. For this reason, polarimetric rate studies of this system as a simple first-order equilibrium process are not valid. Hydrolysis of sucrose catalyzed by invertase has been accomplished to the extent of 99% in 1 min. The mutarotation of glucose and fructose were then studied without the complication of further production of the products from sucrose. The enzymatic cleavage is stereo-specific to provide retained configuration in α-glucopyranose and β-fructofuranose which each mutarotate to equilibrium. The mutarotation lag was demonstrated and its importance to sucrose hydrolysis discussed. |
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