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Glycobiology Advance Access originally published online on January 21, 2004
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Glycobiology vol 14 no 5 pp. 431-441, 2004
Glycobiology vol. 14 no. 5 © Oxford University Press 2004; all rights reserved.

Detailed structural features of glycan chains derived from {alpha}1-acid glycoproteins of several different animals: the presence of hypersialylated, O-acetylated sialic acids but not disialyl residues

Miyako Nakano2, Kazuaki Kakehi1,2, Men-Hwei Tsai3 and Yuan C. Lee4

2 Faculty of Pharmaceutical Sciences, Kinki University, Kowakae 3-4-1, Higashi-Osaka 577–8502, Japan; 3 Ambryx Biotechnology Inc., 5603D Foxwood Drive, Oak Park, CA 91377; and 4 Biology Department, Johns Hopkins University, North Charles Street, Baltimore, MD 21218

Received on September 22, 2003; revised on October 26, 2003; accepted on November 14, 2003

We analyzed carbohydrate chains of human, bovine, sheep, and rat {alpha}1-acid glycoprotein (AGP) and found that carbohydrate chains of AGP of different animals showed quite distinct variations. Human AGP is a highly negatively charged acidic glycoprotein (pKa = 2.6; isoelectic point = 2.7) with a molecular weight of approximately 37,000 when examined by matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and contains di-, tri-, and tetraantennary carbohydrate chains. Some of the tri- and tetraantennary carbohydrate chains are substituted with a fucose residue (sialyl Lewis x type structure). In sheep AGP, mono- and disialo-diantennary carbohydrate chains were abundant. Tri- and tetrasialo-triantennary carbohydrate chains were also present as minor oligosaccharides, and some of the sialic acid residues were substituted with N-glycolylneuraminic acid. In rat AGP, very complex mixtures of disialo-carbohydrate chains were observed. Complexity of the disialo-oligosaccharides was due to the presence of N, O-acetylneuraminic acids. Triantennary carbohydrate chains carrying N,O-acetylneuraminic acid were also observed as minor component oligosaccharides. We found some novel carbohydrate chains containing both N-acetylneuraminic acid and N-glycolylneuraminic acid in bovine AGP. Interestingly, triantennary carbohydrate chains were hardly detected in bovine AGP, but diantennary carbohydrate chains with tri- or tetrasialyl residues were abundant. Furthermore the major sialic acid in these carbohydrate chains was N-glycolylneuraminic acid. It should be noted that these sialic acids are attached to multiple sites of the core oligosaccharide and are not present as disialyl groups.

1 To whom correspondence should be addressed; e-mail: k_kakehi{at}phar.kindai.ac.jp


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M. Nakano, D. Higo, E. Arai, T. Nakagawa, K. Kakehi, N. Taniguchi, and A. Kondo
Capillary electrophoresis-electrospray ionization mass spectrometry for rapid and sensitive N-glycan analysis of glycoproteins as 9-fluorenylmethyl derivatives
Glycobiology, February 1, 2009; 19(2): 135 - 143.
[Abstract] [Full Text] [PDF]



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