Skip Navigation

This Article
Right arrow Full Text Freely available
Right arrow FREE Full Text (PDF) Freely available
Right arrow Alert me when this article is cited
Right arrow Alert me if a correction is posted
Services
Right arrow Email this article to a friend
Right arrow Similar articles in this journal
Right arrow Similar articles in ISI Web of Science
Right arrow Similar articles in PubMed
Right arrow Alert me to new issues of the journal
Right arrow Add to My Personal Archive
Right arrow Download to citation manager
Right arrow Search for citing articles in:
ISI Web of Science (29)
Right arrowRequest Permissions
Right arrow Disclaimer
Google Scholar
Right arrow Articles by Yang, H. O.
Right arrow Articles by Linhardt, R. J.
Right arrow Search for Related Content
PubMed
Right arrow PubMed Citation
Right arrow Articles by Yang, H. O.
Right arrow Articles by Linhardt, R. J.
Social Bookmarking
Add to CiteULike   Add to Connotea   Add to Del.icio.us  
What's this?

Glycobiology, 2000, Vol. 10, No. 10 1033-1039
© 2000 Oxford University Press

Preparation and structural determination of dermatan sulfate–derived oligosaccharides

Hyun Ok Yang, Nur Sibel Gunay, Toshihiko Toida2, Balagurunathan Kuberan, Guangli Yu, Yeong Shik Kim3 and Robert J. Linhardt1

Department of Chemistry, Division of Medicinal and Natural Products Chemistry and Department of Chemical and Biochemical Engineering, University of Iowa, Iowa City, IA 52242, USA, 2Faculty of Pharmaceutical Sciences, Chiba University, Chiba 263, Japan, and 3Natural Products Research Institute, Seoul National University, Seoul 110–460, Korea

Eight oligosaccharides were prepared from dermatan sulfate (DS) and their structures were elucidated. Porcine intestinal mucosal DS was subjected to controlled depolymerization using chondroitin ABC lyase (chondroitinase ABC). The oligosaccharide mixture formed was fractionated by low-pressure gel permeation chromatography (GPC). Size uniform mixtures of disaccharides, tetrasaccharides, hexasaccharides, octasaccharides, decasaccharides, and dodecasaccharides were obtained. Each size-fractionated mixture was then purified on the basis of charge by repetitive semi-preparative strong-anion-exchange (SAX) high-performance liquid chromatography (HPLC). This approach has led to the isolation of six homogeneous oligosaccharides. The size of the oligosaccharides were determined using GPC-HPLC. Treatment of tetrasaccharide and hexasaccharide fragments with Hg(OAc)2 afforded trisaccharide and pentasaccharide products, respectively. The purity of the oligosaccharides obtained was confirmed by analytical SAX-HPLC, and capillary electrophoresis (CE). The molecular mass and degree of sulfation of the eight purified oligosaccharides were elucidated using electrospray ionization (ESI) mass spectrometry and their structures were established with high field nuclear magnetic resonance (NMR) spectroscopy. These DS-oligosaccharides are currently being used to study for interaction of the DS with biologically important proteins.

1 To whom correspondence should be addressed at: University of Iowa, PHAR S328, Iowa City, IA 52242


Add to CiteULike CiteULike   Add to Connotea Connotea   Add to Del.icio.us Del.icio.us    What's this?


This article has been cited by other articles:


Home page
 J. Biol. Chem.Home page
B. S. Tracy, F. Y. Avci, R. J. Linhardt, and P. L. DeAngelis
Acceptor Specificity of the Pasteurella Hyaluronan and Chondroitin Synthases and Production of Chimeric Glycosaminoglycans
J. Biol. Chem., January 5, 2007; 282(1): 337 - 344.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
G. Michel, K. Pojasek, Y. Li, T. Sulea, R. J. Linhardt, R. Raman, V. Prabhakar, R. Sasisekharan, and M. Cygler
The Structure of Chondroitin B Lyase Complexed with Glycosaminoglycan Oligosaccharides Unravels a Calcium-dependent Catalytic Machinery
J. Biol. Chem., July 30, 2004; 279(31): 32882 - 32896.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
A. Zamfir, D. G. Seidler, H. Kresse, and J. Peter-Katalinic
Structural investigation of chondroitin/dermatan sulfate oligosaccharides from human skin fibroblast decorin
Glycobiology, November 1, 2003; 13(11): 733 - 742.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
R. M. Pope, C. S. Raska, S. C. Thorp, and J. Liu
Analysis of heparan sulfate oligosaccharides by nano-electrospray ionization mass spectrometry
Glycobiology, June 1, 2001; 11(6): 505 - 513.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
M. R. Evers, G. Xia, H.-G. Kang, M. Schachner, and J. U. Baenziger
Molecular Cloning and Characterization of a Dermatan-specific N-Acetylgalactosamine 4-O-Sulfotransferase
J. Biol. Chem., September 21, 2001; 276(39): 36344 - 36353.
[Abstract] [Full Text] [PDF]


Disclaimer:
Please note that abstracts for content published before 1996 were created through digital scanning and may therefore not exactly replicate the text of the original print issues. All efforts have been made to ensure accuracy, but the Publisher will not be held responsible for any remaining inaccuracies. If you require any further clarification, please contact our Customer Services Department.