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DFT/B3LYP study of thermochemistry of D-glucosamine, a representative polyfunctional bioorganic compound

Fattahi, A ; Sharif University of Technology | 2008

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  1. Type of Document: Article
  2. Publisher: Sharif University of Technology , 2008
  3. Abstract:
  4. D-glucosamine, as a representative polyfunctional compound, is a bioactive amino sugar. In this study, the gas phase thermochemical properties of D-glucosamine, including its Metal Ion Affinity (MIA), metal binding sites, Anion Affinity (AA), acidity and proton affinity, have been explored, using the Density Functional Theory (DFT) and a 6-311++G**basis set. The summary of the MIA and AA results (in kcal/mol-1) are: Li+ = 67.6, Na+ = 51.1, K+ = 37.3, Mg2+ = 207.9, Ca2+ = 150.4, Zn2+ = 251.2, Cl- = 27.4, CN- = 28.0. The acidity values calculated at different sites, including four -OH groups and one -NH2 group, range from 344.0 to 373.0 kcal/mol-1. These results, surprisingly, indicate how drastically the presence of multiple -OH and -NH2 groups may vary the thermochemical properties of a polyfunctional bioorganic compound, such as D-glucosamine. © Sharif University of Technology
  5. Keywords:
  6. Ascorbic acid ; Binding sites ; Glucosamine ; Metal ions ; Metals ; Thermochemistry ; Bioorganic compounds ; D-glucosamine ; Metal binding sites ; Metal ion affinities ; Polyfunctional ; Polyfunctional compounds ; Proton affinity ; Thermochemical properties ; Density functional theory ; Acidity ; Metal binding ; Organic compound ; Probability density function
  7. Source: Scientia Iranica ; Volume 15, Issue 4 , 2008 , Pages 422-429 ; 10263098 (ISSN)
  8. URL: http://scientiairanica.sharif.edu/article_2925.html