Structural Studies on k-Carrageenan Derived Oligosaccharides

Yu, G.
Guan, H.
Ioanoviciu, A.S.
Sikkander, S.A.
Thanawiroon, C.
Tobacman, J.K.
Toida, T.
Linhardt, Robert J.
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Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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Structural Studies on k-Carrageenan Derived Oligosaccharides, G. Yu, H. Guan, A.S. Ioanoviciu, S.A. Sikkander, C. Thanawiroon, J. K.Tobacman, T. Toida, R. J. Linhardt. Carbohydrate Research, 337, 433-440, 2002.
Oligosaccharides were prepared through mild hydrochloric acid hydrolysis of kappa-carrageenan from Kappaphycus striatum carrageenan. Three oligosaccharides were purified by strong-anion exchange high-performance chromatography. Their structure was elucidated using mass spectral and NMR data. Negative-ion electrospray ionization (ESI) mass spectra at different fragmentor voltages provided the molecular weight of the compounds and unraveled the fragmentation pattern of the kappa-carrageenan oligosaccharides. 2D NMR techniques, including 1H-(1)H COSY, 1H-(1)H TOCSY and 13C-(1)H HMQC, were performed to determine the structure of a trisulfated pentasaccharide. 1D NMR and ESIMS were used to determine the structures of a kappa-carrageenan-derived pentasaccharide, heptasaccharide, and an undecasaccharide. All the oligosaccharides characterized have a 4-O-sulfo-D-galactopyranose residue at both the reducing and nonreducing ends.
Carbohydrate Research, 337, 433-440
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Rensselaer Polytechnic Institute, Troy, NY