Biocatalysis in ionic liquids: Study of selectivity using lipases and proteases in mono and disaccharides

CARB 65

Nawal K. Sharma, nks6@pitt.edu1, Kai Shen1, and Pramod K. Sharma, pramod_sharma47@rediffmail.com2. (1) Department of Bioengineering, University of Pittsburgh, 260 Kappa Drive, Room 106, Pittsburgh, PA 15238, (2) Department of Chemistry, St. John's College, Agra, Chemical Research Laboratories, Agra, India
The synthesis of carbohydrates is highly intricate and cumbersome process especially when it comes to selectively protect and de-protect at specified hydroxyl groups. Such mono- and disaccharides are required to prepare various advance intermediates for potential medicinal agents as well as synthones for high value carbohydrate based drugs and drug delivery devices. During classical carbohydrate chemistry solubility of sugar based units results either no reactions or poor transformation into required products. These mono- and disaccharides have shown significant solubility in ionic liquids. Therefore, as a part of developing newer biocatalytic methods for selectivily protecting both primary and secondary hydroxyl groups, we have demonstrated the selectivity using Lipases (Novozyme 435) and Proteases. The mono- and disaccharides studied includes glucose, fructose, mannose, sucrose. The ionic liquids used to solubilize were 1-butyl-3-methylimidazolium hexafluorophosphate and 1-butyl-3-methylimidazolium trifluoromethane sulfonate. The substrates and products were characterized by 1H, 13C-NMR and mass spectral analysis. Details of enzyme-catalyzed reactions, purification and identifications methods will be presented during the meeting.
 

General Posters
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Division of Carbohydrate Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006