The DOI matches its Crossref record; 17 of the 17 references it cites were found in a registry or an index.
Use of hydrazine to release in intact and unreduced form both N- and O-linked oligosaccharides from glycoproteins
Abstract
The use of hydrazine to release unreduced N- and O-linked oligosaccharides from glycoproteins has been investigated using several "standard" glycoproteins of previously defined glycosylation. It is shown that hydrazinolysis can be used to release intact N- and O-linked oligosaccharides in an unreduced form. The release of O-linked oligosaccharides occurs with a lower temperature dependence than the release of N-linked oligosaccharides, and the kinetic parameters governing release of oligosaccharides from these standard glycoproteins have been determined. These parameters allow a definition of reaction conditions under which anhydrous hydrazinolysis can be used to selectively release O-linked oligosaccharides (60 degrees C, 5 h) or release both N- and O-linked oligosaccharides (95 degrees C, 4 h) in high yield (> 85%) from all glycoproteins investigated (n = 11). Under these reaction conditions, the recovered N- and O-linked oligosaccharides are structurally intact (as judged by 600-MHz 1H-NMR, laser-desorption mass spectrometry, HPAEC-PAD, gel filtration, and glycosidase digestion), with the possible exception of certain N- and O-acyl substituents of sialic acid. This use of mild hydrazinolysis therefore allows both the simultaneous and sequential chemical release from glycoproteins of O- and N-linked oligosaccharides in their intact unreduced form.
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Citations
Cites
Structures and Immunochemical Properties of Oligosaccharides Isolated from Pig Submaxillary Mucins
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[17] Hydrazinolysis of asparagine-linked sugar chains to produce free oligosaccharides
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Self-citationLee, Y. C., & Scocca, J. R. (1972) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)44823-0 · Cited by 167
Parekh, R. B., Dwek, R. A., Thomas, J. R., Opdenakker, G., Rademacher, T. W., Wittwer, A. J., Howard, S. C., Nelson, R., Siegel, N. R., Jennings, M. T., et al. (1989) · Biochemistry · doi:10.1021/bi00445a021 · Cited by 154
Self-citationAshford, D. A., Dwek, R. A., Welply, J. K., Amatayakul‐Chantler, S., Homans, S. W., Lis, H., Taylor, G. N., Sharon, N., & Rademacher, T. W. (1987) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1987.tb13516.x · Cited by 152
Cited by
Concepts and Principles of O-Linked Glycosylation
Steen, P. V. D., Rudd, P. M., Dwek, R. A., & Opdenakker, G. (1998) · Critical Reviews in Biochemistry and Molecular Biology · doi:10.1080/10409239891204198 · Cited by 760
Secretory IgA N- and O-Glycans Provide a Link between the Innate and Adaptive Immune Systems
Royle, L., Roos, A., Harvey, D. J., Wormald, M. R., Van Gijlswijk-Janssen, D., Redwan, E.-R. M., Wilson, I. A., Daha, M. R., Dwek, R. A., & Rudd, P. M. (2003) · Journal of Biological Chemistry · doi:10.1074/jbc.m301436200 · Cited by 335
Self-citationAnumula, K. R. (2006) · Analytical Biochemistry · doi:10.1016/j.ab.2005.09.037 · Cited by 254
Mucin‐type O‐glycosylation – putting the pieces together
Jensen, P. H., Kolarich, D., & Packer, N. H. (2010) · The FEBS Journal · doi:10.1111/j.1742-4658.2009.07429.x · Cited by 252
Petrescu, A. J., Butters, T. D., Reinkensmeier, G., Petrescu, S., Platt, F. M., Dwek, R. A., & Wormald, M. R. (1997) · The EMBO Journal · doi:10.1093/emboj/16.14.4302 · Cited by 94
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Metadata
- Authors
- Patel, T., Bruce, J., Merry, A., Bigge, C., Wormald, M., Parekh, R., & Jaques, A.
- Venue
- Biochemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 1993-01-19
- Volume
- 32
- Issue
- 2
- Pages
- 679-693
- ISSN
- 0006-2960 (ISSN-L)
- 1520-4995
- OpenAlex
- W2096294692
- Cited by
- 366
- References
- 17
- FWCI
- 4.75
- Type
- journal article
- Language
- en
- Open access
- closed
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- Patel, T., Bruce, J., Merry, A., Bigge, C., Wormald, M., Parekh, R., & Jaques, A. (1993). Use of hydrazine to release in intact and unreduced form both N- and O-linked oligosaccharides from glycoproteins. Biochemistry. https://doi.org/10.1021/bi00053a037
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