Identification of a novel structure in heparin generated by potassium permanganate oxidation

Authors
Beccati, Daniela
Roy, Sucharita
Yu, Fei
Gunay, Nur Sibel
Capila, Ishan
Lech, Miroslaw
Linhardt, Robert J.
Venkataraman, Ganesh
ORCID
https://orcid.org/0000-0003-2219-5833
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Issue Date
2010-10-15
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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Full Citation
Identification of a novel structure in heparin generated by potassium permanganate oxidation, D. Beccati, S. Roy, F. Yu, N. S. Gunay, R. J. Linhardt I. Capila, G. Venkataraman, Carbohydrate Polymers, 82, 699–705, 2010.
Abstract
The worldwide heparin contamination crisis in 2008 led health authorities to take fundamental steps to better control heparin manufacture, including implementing appropriate analytical and bio-analytical methods to ensure production and release of high quality heparin sodium product. Consequently, there is an increased interest in the identification and structural elucidation of unusually modified structures that may be present in heparin. Our study focuses on the structural elucidation of species that give rise to a signal observed at 2.10 ppm in the N-acetyl region of the 1H NMR spectrum of some pharmaceutical grade heparin preparations. Structural elucidation experiments were carried out using homonuclear (COSY, TOSCY and NOESY) and heteronuclear (HSQC, HSQC-DEPT, HMQC-COSY, HSQC-TOCSY, and HMBC) 2D NMR spectroscopy on both heparin as well as heparin-like model compounds. Our results identify a novel type of oxidative modification of the heparin chain that results from a specific step in the manufacturing process used to prepare heparin.
Description
Carbohydrate Polymers, 82, 699–705
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Department
The Linhardt Research Labs.
The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS)
Publisher
Elsevier
Relationships
The Linhardt Research Labs Online Collection
Rensselaer Polytechnic Institute, Troy, NY
Carbohydrate Polymers
https://harc.rpi.edu/
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A full text version is available in DSpace@RPI