Synthesis and structural study of isotopically labeled heparin

CARB 124

Jin Xie, xiej@rpi.edu1, Scott A. McCallum2, Zhengqing Zhang1, Miao Chen3, Jian Liu4, and Robert J Linhardt, linhar@rpi.edu5. (1) Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, 110, 8th Street, Troy, NY 12180, (2) Director, NMR Core Facility, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, 110 8th Street, Troy, NY 12180, (3) Department of Medicinal Chemistry and Natural Products, School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599, (4) Division of Medicinal Chemistry and Natural Products, University of North Carolina, Chapel Hill, NC 27599, (5) Departments of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Center for Biotechnology and Interdisciplinary Studies, 110 8th Street, Troy, NY 12180
Heparin is an acidic, linear, poly disperse and complexly structured polysaccharide present on cell surfaces. It regulates a wide range of physiological and patho-physiological functions, through its interactions with a variety of proteins. The molecular structure of heparin is required to understand such interactions. The study of the molecular structure of heparin using 1H and 13C NMR experiments heparin is extremely difficult due to resonance overlap. In this study, we have successfully synthesized 15N, 13C, and 15N & 13C labeled heparins through fermentation, chemical and enzymatic methods, and applied both 2D and 3D NMR experiments to study the molecular structure of heparin. This synthetic heparin is also being used in NMR studies to understand the interactions between heparin and proteins such as VEGF and ATIII.
 

Biological Applications of Carbohydrates
1:00 PM-4:15 PM, Thursday, March 29, 2007 McCormick Place North -- Room N226, Level 2, Oral

Division of Carbohydrate Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007