Chemoenzymatic synthesis of selectively labeled hyaluronan oligosaccharides and polysaccharides

CARB 58

F. Michael Haller, mhaller@hyalose.com1, Wei Jing, wjing@hyalose.com1, and Paul L. DeAngelis, Paul-Deangelis@ouhsc.edu2. (1) Hyalose, L.L.C, 655 Research Parkway, Suite 525, Oklahoma City, OK 73104, (2) Department of Biochemistry and Molecular Biology, University of Oklahoma, 940 Stanton L. Young Blvd., Oklahoma City, OK 73104
The potential utility of hyaluronan (hyaluronic acid, HA) oligo- and polysaccharides in therapeutic fields including cancer therapy and wound healing has sparked increased demand for labeled HA to investigate biological processes in vitro and in vivo. However, current commercially available labeled polymers are rather polydisperse and have multiple tags attached to each molecule. Thus, the markers themselves can potentially interfere with a given assay, and the high polydispersity of the sample makes interpretation of results more difficult. The use of HA tetramers as acceptors for the chemoenzymatic synthesis of HA oligosaccharides and highly monodisperse HA polysaccharides has been previously reported. Here, we present the application of similar principles to the synthesis of tagged monodisperse HA oligomers and polymers using chemically modified acceptors. Using this approach hyaluronan probes can be obtained where each single polymer molecule has one tag (e.g. fluor or biotin) attached to the reducing end.
 

General Posters
6:00 PM-8:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Carbohydrate Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006