ORGN 397 |
| Two unnatural stereoisomers of α,α-trehalose (L- and meso-trehalose) were synthesized and evaluated as cryoprotectants, to determine the functional consequences of relative or absolute stereochemistry on their physicochemical properties. Adherent yeast cell cultures were frozen in 10% solutions of D-, L-, and meso-trehalose for periods of 7-28 days, then evaluated by a MTT viability assay. D- and L-trehalose 1 and 2 were equally effective in maintaining high rates of cell survival, whereas meso-trehalose 3 was less effective and comparable to other sugars in cryoprotection. This study demonstrates that mirror-image carbohydrates such as 2 can be used in biological interactions which depend on relative rather than absolute stereochemistry.
|
|
New Reactions and Methodology, Total Synthesis, Materials, Devices and Switches, Lipids, Nucleotides and Mimetics
8:00 PM-10:00 PM, Tuesday, March 27, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |
