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ARS Home » Midwest Area » Peoria, Illinois » National Center for Agricultural Utilization Research » Plant Polymer Research » Research » Publications at this Location » Publication #187482
Title: SOLVATION STUDIES BY DFT OF CARBOHYDRATES: A/B-ANOMERIC RATIOS OF EPIMERS OF GLUCOSE USING A CONTINUUM-SOLVATION MODEL (COSMO).

Author
item Schnupf, Udo
item Willett, Julious
item Momany, Frank

Submitted to: Meeting Abstract
Publication Type: Abstract Only
Publication Acceptance Date: 12/15/2005
Publication Date: 3/26/2006
Citation: Schnupf, U., Willett, J.L., Momany, F.A. 2006. Solvation studies by DFT of carbohydrates: A/B-anomeric ratios of epimers of glucose using a continuum-solvation model (cosmo) [abstract]. American Chemical Society. n.130.

Interpretive Summary:

Technical Abstract: It is commonly known that solvation effects play an important role in carbohydrate chemistry. Until recently, most theoretical work was reported on vacuum structures which can not be easily compared to the experimental data of carbohydrates in solution. To remedy this shortcoming it has been recently shown that using an explicit stepwise hydration and solvation model achieves a more accurate description of the properties and behavior associated with carbohydrates. Geometry optimization, at the B3LYP/6-311++G** level of theory with COSMO, was carried out on the low energy structures of glucose and its epimers allose, mannose, and galactose. Zero point energy, enthalpy, entropy, and relative Gibbs Free energies are reported at the harmonic level of theory. The a/B-anomeric ratios of glucose and its epimers have been calculated from the relative free energies. A comparison of the difference in a/B-anomeric ratios between the vacuum structures and solvated (COSMO) structures will be given.