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13C-labeled galactose by galactosyltransferase in order to analyze galactoside on protein, see: (a) Goux, W. J.; Perry, C.; James, T. L. J. Biol. Chem. 1982, 257, 1829-1835. (b) Gilhespy-Muskett, A. M.; Partridge, J.; Homans, S. W. Glycobiology 1994, 4, 485-489.
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Analysis of a glycan chain on small proteins (less than 15 KDa) could be performed, see: (a) Berman, E.; Walters, D. E.; Allerhand, A. J. Biol. Chem. 1981, 256, 3853-3857. (b) de Beer, T.; van Zuylen, C. W. E. M.; Hård, K.; Boelens, R.; Kaptein, R.; Kamerling, J. P.; Vliegenthart, J. F. G. FEBS Lett. 1994, 348, 1-6.
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14
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0028357376
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Analysis of a glycan chain on small proteins (less than 15 KDa) could be performed, see: (a) Berman, E.; Walters, D. E.; Allerhand, A. J. Biol. Chem. 1981, 256, 3853-3857. (b) de Beer, T.; van Zuylen, C. W. E. M.; Hård, K.; Boelens, R.; Kaptein, R.; Kamerling, J. P.; Vliegenthart, J. F. G. FEBS Lett. 1994, 348, 1-6.
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1b,d (a) Low, D. G.; Probert, M. A.; Embleton, G.; Sehadri, K.; Field, R. A.; Homans, S. W.; Windust, J.; Davis, P. J. Glycobiology 1997, 7, 373-381. (b) Probert, M. A.; Milton, M. J.; Harris, R.; Schenkman, S.; Brown, J. M.; Homans, S. W.; Field, R. A. Tetrahedron Lett. 1997, 38, 5861-5864. (c) Bose, B.; Zhao, S.; Stenutz, R.; Cloran, F.; Bondo, P. B.; Bondo, G.; Hertz, B.; Carmichael, I.; Serianni, A. S. J. Am. Chem. Soc. 1998, 120, 11158- 11173.
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14C-labeled N-glycoylneuraminic acid in analytical scale see: Terada, T.; Kitazume, S.; Kitajima, K.; Inoue, S.; Ito, F.; Troy, F. A.; Inoue, T. J. Biol. Chem. 1993, 268, 2640-2648.
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22
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The glycan chain is either a hybrid type containing one or two GIcNAc residues at the nonreducing end or a high-mannose type, see: Tomiya, N.; Awaya, J.; Kurono, M.; Endo, S.; Arata, Y.; Takahashi, N. Anal. Biochim. 1988, 171, 73-90.
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24
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28
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0344931521
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note
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The chemical shift is not consistent with those of any other hydrogens of sialylgalactoside 14. H-7 of NeuAc appears as doublet at ca. 3.7 ppm.
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30
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0344931520
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note
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1a and its chemical shift data compared to 14 is summarized in Supporting Information.
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