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Degradation of articular cartilage keratan sulphates using hydrazinolysis and nitrous acid. Environment of fucose residues.

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Degradation of articular cartilage keratan sulphates using hydrazinolysis and nitrous acid. Environment of fucose residues. / Brown, Gavin; Huckerby, T. N.; Morris, H. G. et al.
In: Biochemical Journal, Vol. 286, No. 1, 1992, p. 235-241.

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Brown, Gavin ; Huckerby, T. N. ; Morris, H. G. et al. / Degradation of articular cartilage keratan sulphates using hydrazinolysis and nitrous acid. Environment of fucose residues. In: Biochemical Journal. 1992 ; Vol. 286, No. 1. pp. 235-241.

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@article{34d385b07bea45dca946d22736a568ef,
title = "Degradation of articular cartilage keratan sulphates using hydrazinolysis and nitrous acid. Environment of fucose residues.",
abstract = "Alkaline borohydride-reduced keratan sulphate (KS) chains from bovine articular cartilage (6-8-year-old animals) were fragmented by an anhydrous hydrazine/nitrous acid procedure, previously used on KS by Hopwood & Elliott to isolate the major disaccharides from the poly-N-acetyl-lactosamine repeat sequence [Hopwood & Elliott (1983) Carbohydr. Res. 117, 263-274]. The resulting oligosaccharides were reduced with NaB3H4 or NaBH4 and subjected to ion-exchange chromatography on a Nucleosil 5SB column. In addition to the major disaccharides, two fucose-containing oligosaccharides were examined by high-field 1H n.m.r. spectroscopy, and shown to have the following structures (where AnManOH is 2,5-anhydro-D-mannitol): [formula: see text] It is evident that the presence of fucose protects the N-acetylglucosamine residue from de-N-acetylation, and therefore fragments are produced which preserve the immediate environment of the fucose residue. It may be of biosynthetic significance that these two oligosaccharides contain an unsulphated galactose on the non-reducing side of the fucose residue. The hydrazine/nitrous acid/NaB3H4 method followed by h.p.l.c. provides a sensitive fingerprinting technique for the assay of KS composition and sub-populations.",
keywords = "Keratane sulfate, Structural analysis, Chemical method, NMR spectrometry, Articular cartilage, Bovine, Artiodactyla, Ungulata, Mammalia, Vertebrata",
author = "Gavin Brown and Huckerby, {T. N.} and Morris, {H. G.} and Nieduszynski, {I. A.}",
year = "1992",
language = "English",
volume = "286",
pages = "235--241",
journal = "Biochemical Journal",
issn = "1470-8728",
publisher = "Portland Press Ltd.",
number = "1",

}

RIS

TY - JOUR

T1 - Degradation of articular cartilage keratan sulphates using hydrazinolysis and nitrous acid. Environment of fucose residues.

AU - Brown, Gavin

AU - Huckerby, T. N.

AU - Morris, H. G.

AU - Nieduszynski, I. A.

PY - 1992

Y1 - 1992

N2 - Alkaline borohydride-reduced keratan sulphate (KS) chains from bovine articular cartilage (6-8-year-old animals) were fragmented by an anhydrous hydrazine/nitrous acid procedure, previously used on KS by Hopwood & Elliott to isolate the major disaccharides from the poly-N-acetyl-lactosamine repeat sequence [Hopwood & Elliott (1983) Carbohydr. Res. 117, 263-274]. The resulting oligosaccharides were reduced with NaB3H4 or NaBH4 and subjected to ion-exchange chromatography on a Nucleosil 5SB column. In addition to the major disaccharides, two fucose-containing oligosaccharides were examined by high-field 1H n.m.r. spectroscopy, and shown to have the following structures (where AnManOH is 2,5-anhydro-D-mannitol): [formula: see text] It is evident that the presence of fucose protects the N-acetylglucosamine residue from de-N-acetylation, and therefore fragments are produced which preserve the immediate environment of the fucose residue. It may be of biosynthetic significance that these two oligosaccharides contain an unsulphated galactose on the non-reducing side of the fucose residue. The hydrazine/nitrous acid/NaB3H4 method followed by h.p.l.c. provides a sensitive fingerprinting technique for the assay of KS composition and sub-populations.

AB - Alkaline borohydride-reduced keratan sulphate (KS) chains from bovine articular cartilage (6-8-year-old animals) were fragmented by an anhydrous hydrazine/nitrous acid procedure, previously used on KS by Hopwood & Elliott to isolate the major disaccharides from the poly-N-acetyl-lactosamine repeat sequence [Hopwood & Elliott (1983) Carbohydr. Res. 117, 263-274]. The resulting oligosaccharides were reduced with NaB3H4 or NaBH4 and subjected to ion-exchange chromatography on a Nucleosil 5SB column. In addition to the major disaccharides, two fucose-containing oligosaccharides were examined by high-field 1H n.m.r. spectroscopy, and shown to have the following structures (where AnManOH is 2,5-anhydro-D-mannitol): [formula: see text] It is evident that the presence of fucose protects the N-acetylglucosamine residue from de-N-acetylation, and therefore fragments are produced which preserve the immediate environment of the fucose residue. It may be of biosynthetic significance that these two oligosaccharides contain an unsulphated galactose on the non-reducing side of the fucose residue. The hydrazine/nitrous acid/NaB3H4 method followed by h.p.l.c. provides a sensitive fingerprinting technique for the assay of KS composition and sub-populations.

KW - Keratane sulfate

KW - Structural analysis

KW - Chemical method

KW - NMR spectrometry

KW - Articular cartilage

KW - Bovine

KW - Artiodactyla

KW - Ungulata

KW - Mammalia

KW - Vertebrata

M3 - Journal article

VL - 286

SP - 235

EP - 241

JO - Biochemical Journal

JF - Biochemical Journal

SN - 1470-8728

IS - 1

ER -