Porcine submaxillary mucin contains α2→3‐ and α2→6‐linked N‐acetyl‐ and N‐glycolyl‐neuraminic acid

Angela V. SAVAGE; Piet L. KOPPEN; Wietske E.C.M. SCHIPHORST; Leo A.W. TRIPPELVITZ; Herman VAN HALBEEK; Johannes F.G. VLIEGENTHART; Dirk H. VAN DEN EIJNDEN

doi:10.1111/j.1432-1033.1986.tb09948.x

Porcine submaxillary mucin contains α2→3‐ and α2→6‐linked N‐acetyl‐ and N‐glycolyl‐neuraminic acid

Angela V. SAVAGE
, Piet L. KOPPEN
, Wietske E.C.M. SCHIPHORST
, Leo A.W. TRIPPELVITZ
, Herman VAN HALBEEK
, Johannes F.G. VLIEGENTHART
, Dirk H. VAN DEN EIJNDEN

Cellular & Molecular Medicine

Vrije Universiteit Amsterdam
Utrecht University

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

37 Citations (Scopus)

Abstract

Four acidic trisaccharides have been obtained by alkaline borohydride reductive cleavage (β‐elimination) of a fraction of porcine submaxillary mucin precipitating at 60 – 75% ethanol. Their structures have been investigated using the techniques of methylation analysis involving gas‐liquid chromatography/mass spectrometry along with high‐resolution ¹H‐NMR analysis. Two of the four oligosaccharides, B1 – B4, contain N‐acetylneuraminic acid (NeuAc) while two contain N‐glycolylneuraminic acid (NeuGc). The following structures are proposed for the acidic trisaccharide fraction: (B1) NeuAcα(2→3)Galβ(1→3)GalNAcol, (B2) NeuGcα(2→3)Galβ(1→3)GalNAcol, (B3)Galβ(1→3)[NeuAcα(2→6)]GalNAcol and (B4) Galβ(1→3)[NeuGcα(2→6)]GalNAcol, (GalNAcol = reduced N‐acetylgalactosamine. These oligosaccharides were present in a molar ratio of 69:22:4:5. Although oligosaccharide B4 has previously been found in porcine submaxillary mucin B1, B2 and B3 have not. Furthermore, oligosaccharide B2 is a novel structure.

Original language	English
Pages (from-to)	123-129
Number of pages	7
Journal	European Journal of Biochemistry
Volume	160
Issue number	1
DOIs	https://doi.org/10.1111/j.1432-1033.1986.tb09948.x
Publication status	Published - Oct 1986

Access to Document

10.1111/j.1432-1033.1986.tb09948.x

Cite this

SAVAGE, A. V., KOPPEN, P. L., SCHIPHORST, W. E. C. M., TRIPPELVITZ, L. A. W., VAN HALBEEK, H., VLIEGENTHART, J. F. G., & VAN DEN EIJNDEN, D. H. (1986). Porcine submaxillary mucin contains α2→3‐ and α2→6‐linked N‐acetyl‐ and N‐glycolyl‐neuraminic acid. European Journal of Biochemistry, 160(1), 123-129. https://doi.org/10.1111/j.1432-1033.1986.tb09948.x

@article{6b23438626954874a046688be683f38b,

title = "Porcine submaxillary mucin contains α2→3‐ and α2→6‐linked N‐acetyl‐ and N‐glycolyl‐neuraminic acid",

abstract = "Four acidic trisaccharides have been obtained by alkaline borohydride reductive cleavage (β‐elimination) of a fraction of porcine submaxillary mucin precipitating at 60 – 75\% ethanol. Their structures have been investigated using the techniques of methylation analysis involving gas‐liquid chromatography/mass spectrometry along with high‐resolution 1H‐NMR analysis. Two of the four oligosaccharides, B1 – B4, contain N‐acetylneuraminic acid (NeuAc) while two contain N‐glycolylneuraminic acid (NeuGc). The following structures are proposed for the acidic trisaccharide fraction: (B1) NeuAcα(2→3)Galβ(1→3)GalNAcol, (B2) NeuGcα(2→3)Galβ(1→3)GalNAcol, (B3)Galβ(1→3)[NeuAcα(2→6)]GalNAcol and (B4) Galβ(1→3)[NeuGcα(2→6)]GalNAcol, (GalNAcol = reduced N‐acetylgalactosamine. These oligosaccharides were present in a molar ratio of 69:22:4:5. Although oligosaccharide B4 has previously been found in porcine submaxillary mucin B1, B2 and B3 have not. Furthermore, oligosaccharide B2 is a novel structure.",

author = "SAVAGE, \{Angela V.\} and KOPPEN, \{Piet L.\} and SCHIPHORST, \{Wietske E.C.M.\} and TRIPPELVITZ, \{Leo A.W.\} and \{VAN HALBEEK\}, Herman and VLIEGENTHART, \{Johannes F.G.\} and \{VAN DEN EIJNDEN\}, \{Dirk H.\}",

year = "1986",

month = oct,

doi = "10.1111/j.1432-1033.1986.tb09948.x",

language = "English",

volume = "160",

pages = "123--129",

journal = "European Journal of Biochemistry",

issn = "0014-2956",

publisher = "Wiley-Blackwell Publishing Ltd",

number = "1",

}

TY - JOUR

T1 - Porcine submaxillary mucin contains α2→3‐ and α2→6‐linked N‐acetyl‐ and N‐glycolyl‐neuraminic acid

AU - SAVAGE, Angela V.

AU - KOPPEN, Piet L.

AU - SCHIPHORST, Wietske E.C.M.

AU - TRIPPELVITZ, Leo A.W.

AU - VAN HALBEEK, Herman

AU - VLIEGENTHART, Johannes F.G.

AU - VAN DEN EIJNDEN, Dirk H.

PY - 1986/10

Y1 - 1986/10

N2 - Four acidic trisaccharides have been obtained by alkaline borohydride reductive cleavage (β‐elimination) of a fraction of porcine submaxillary mucin precipitating at 60 – 75% ethanol. Their structures have been investigated using the techniques of methylation analysis involving gas‐liquid chromatography/mass spectrometry along with high‐resolution 1H‐NMR analysis. Two of the four oligosaccharides, B1 – B4, contain N‐acetylneuraminic acid (NeuAc) while two contain N‐glycolylneuraminic acid (NeuGc). The following structures are proposed for the acidic trisaccharide fraction: (B1) NeuAcα(2→3)Galβ(1→3)GalNAcol, (B2) NeuGcα(2→3)Galβ(1→3)GalNAcol, (B3)Galβ(1→3)[NeuAcα(2→6)]GalNAcol and (B4) Galβ(1→3)[NeuGcα(2→6)]GalNAcol, (GalNAcol = reduced N‐acetylgalactosamine. These oligosaccharides were present in a molar ratio of 69:22:4:5. Although oligosaccharide B4 has previously been found in porcine submaxillary mucin B1, B2 and B3 have not. Furthermore, oligosaccharide B2 is a novel structure.

AB - Four acidic trisaccharides have been obtained by alkaline borohydride reductive cleavage (β‐elimination) of a fraction of porcine submaxillary mucin precipitating at 60 – 75% ethanol. Their structures have been investigated using the techniques of methylation analysis involving gas‐liquid chromatography/mass spectrometry along with high‐resolution 1H‐NMR analysis. Two of the four oligosaccharides, B1 – B4, contain N‐acetylneuraminic acid (NeuAc) while two contain N‐glycolylneuraminic acid (NeuGc). The following structures are proposed for the acidic trisaccharide fraction: (B1) NeuAcα(2→3)Galβ(1→3)GalNAcol, (B2) NeuGcα(2→3)Galβ(1→3)GalNAcol, (B3)Galβ(1→3)[NeuAcα(2→6)]GalNAcol and (B4) Galβ(1→3)[NeuGcα(2→6)]GalNAcol, (GalNAcol = reduced N‐acetylgalactosamine. These oligosaccharides were present in a molar ratio of 69:22:4:5. Although oligosaccharide B4 has previously been found in porcine submaxillary mucin B1, B2 and B3 have not. Furthermore, oligosaccharide B2 is a novel structure.

UR - https://www.scopus.com/pages/publications/0023017568

U2 - 10.1111/j.1432-1033.1986.tb09948.x

DO - 10.1111/j.1432-1033.1986.tb09948.x

M3 - Article

C2 - 3769917

AN - SCOPUS:0023017568

SN - 0014-2956

VL - 160

SP - 123

EP - 129

JO - European Journal of Biochemistry

JF - European Journal of Biochemistry

IS - 1

ER -

Porcine submaxillary mucin contains α2→3‐ and α2→6‐linked N‐acetyl‐ and N‐glycolyl‐neuraminic acid

Abstract

Access to Document

Other files and links

Fingerprint

Cite this