Open chain sugar gelators by biocatalytic synthesis pathway: A possible drug delivery vehicle

ORGN 197

Swapnil R Jadhav, sjadhav@gc.cuny.edu, MR 1227, Department of Chemistry, The City College of New York of The City University of New York, The City College of New York, 138th St. & Convent Avenue, New York, NY 10031, George John, john@sci.ccny.cuny.edu, Department of Chemistry, The City College of New York, CUNY, Convent Avenue at 138th Street, New York, NY 10031, and Praveen Kumar Vemula, praveen@sci.ccny.cuny.edu, Department of Chemistry, MR-1227, City College of New York, City University of New York, Convent Avenue, 138th street, New York, NY 10031.
Design and development of valuable chemicals and soft nano-materials from renewable resources is a viable approach in production of cost-effective materials. Bio-catalysis is an effective tool for synthesizing materials as compared to chemical synthesis due to its region-selectivity. Using this two tools hydro/organo gelators can be synthesized which upon self-assembly generate intriguing three-dimensional morphologies such as fibers, sheets and helices. Sorbitol, mannitol and xylitol (renewable resources) are open chain sugars which contains two primary hydroxyl groups to which series of fatty acids (C= 4-14) were connected trivially using lipase catalyzed trans-esterification in good yields. The resulting derivatives were tested for their gelation ability in wide range of organic solvents. These amphiphiles exhibited gelation ability in various solvents, and their gelation behavior was also compared in respective of the chiral nature of hydroxyl groups (sugar group). Morphologies of the gels were examined under electron microscope and will be presented in detail.

 

Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007