Ion-spray mass spectrometry for identification of the nonreducing terminal sugar of glycosaminoglycan |
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Authors: | Takagaki K; Munakata H; Nakamura W; Matsuya H; Majima M; Endo M |
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Institution: | Department of Biochemistry, Hirosaki University School of Medicine, 5 Zaifu-cho, Hirosaki 036-8256, Japan. |
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Abstract: | Various oligosaccharides from hyaluronic acid, which have glucuronic acid
or N- acetylglucosamine at the nonreducing terminal, were prepared by
digestion with a combination of testicular hyaluronidase and beta-
glucuronidase. These oligo saccharides were analyzed by negative-mode
ion-spray mass spectrometry (MS) with an atmospheric pressure ion source.
Introduction of collisionally activated dissociation tandem mass
spectrometry (CAD-MS/MS) produced ions derived from cleavage of the
glycosidic bonds, allowing the structure to be analyzed. The CAD- MS/MS
spectrum showed an intense and characteristic fragment ion at m/z 193 for
oligosaccharides having glucuronic acid at the nonreducing terminal. On the
other hand, this ion was not observed in the spectra of oligosaccharides
having N- acetylglucosamine at the nonreducing terminal. Therefore, the
fragmentation pattern revealed by CAD-MS/MS provides useful information for
distinguishing glucuronic acid and N- acetylglucosamine at the nonreducing
terminal of oligosaccharides derived from hyaluronic acid and other
glycosaminoglycans. This ion- spray CAD-MS/MS technique was also applied
successfully to the characterization of glycosaminoglycans reconstructed by
glycotechnology.
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