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Characterisation of oligosaccharides from the chondroitin/dermatan sulphates: 1H and 13C NMR studies of oligosaccharides generated by nitrous acid depolymerisation

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Characterisation of oligosaccharides from the chondroitin/dermatan sulphates : 1H and 13C NMR studies of oligosaccharides generated by nitrous acid depolymerisation. / Lauder, Robert M.; Huckerby, Thomas; Nieduszynski, Ian; Sadler, Ian H.

In: Carbohydrate Research, Vol. 346, No. 14, 18.10.2011, p. 2222-2227 .

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@article{edb6294a0ce04f5182e93a558dbf49dd,
title = "Characterisation of oligosaccharides from the chondroitin/dermatan sulphates: 1H and 13C NMR studies of oligosaccharides generated by nitrous acid depolymerisation",
abstract = "The polymers chondroitin sulphate and dermatan sulphate have been fragmented by an anhydrous hydrazine/nitrous acid procedure. The resulting disaccharides from the polymer repeat sequences were reduced with NaBH4 and purified by ion exchange chromatography. Whereas enzymatic depolymerisation leads to the loss of the distinction between glucuronic and iduronic acids of CS and DS in the resultant disaccharides, nitrous acid depolymerisation retains these structures. Complete 1H and 13C NMR data have been derived for the major components which were shown to have the structures: GlcA(b1?3)- anTal6S-ol (I) and L-IdoA(a1?3)anTal4S-ol (II), where anTal-ol represents (2,5)anhydro-D-talitol and 6S/4S represent O-ester sulphate groups at C-6/C-4 sites.",
keywords = "Glycosaminoglycan, Chondroitin sulphate/sulfate, NMR spectroscopy",
author = "Lauder, {Robert M.} and Thomas Huckerby and Ian Nieduszynski and Sadler, {Ian H.}",
year = "2011",
month = oct
day = "18",
doi = "10.1016/j.carres.2011.06.033",
language = "English",
volume = "346",
pages = "2222--2227 ",
journal = "Carbohydrate Research",
issn = "0008-6215",
publisher = "Elsevier BV",
number = "14",

}

RIS

TY - JOUR

T1 - Characterisation of oligosaccharides from the chondroitin/dermatan sulphates

T2 - 1H and 13C NMR studies of oligosaccharides generated by nitrous acid depolymerisation

AU - Lauder, Robert M.

AU - Huckerby, Thomas

AU - Nieduszynski, Ian

AU - Sadler, Ian H.

PY - 2011/10/18

Y1 - 2011/10/18

N2 - The polymers chondroitin sulphate and dermatan sulphate have been fragmented by an anhydrous hydrazine/nitrous acid procedure. The resulting disaccharides from the polymer repeat sequences were reduced with NaBH4 and purified by ion exchange chromatography. Whereas enzymatic depolymerisation leads to the loss of the distinction between glucuronic and iduronic acids of CS and DS in the resultant disaccharides, nitrous acid depolymerisation retains these structures. Complete 1H and 13C NMR data have been derived for the major components which were shown to have the structures: GlcA(b1?3)- anTal6S-ol (I) and L-IdoA(a1?3)anTal4S-ol (II), where anTal-ol represents (2,5)anhydro-D-talitol and 6S/4S represent O-ester sulphate groups at C-6/C-4 sites.

AB - The polymers chondroitin sulphate and dermatan sulphate have been fragmented by an anhydrous hydrazine/nitrous acid procedure. The resulting disaccharides from the polymer repeat sequences were reduced with NaBH4 and purified by ion exchange chromatography. Whereas enzymatic depolymerisation leads to the loss of the distinction between glucuronic and iduronic acids of CS and DS in the resultant disaccharides, nitrous acid depolymerisation retains these structures. Complete 1H and 13C NMR data have been derived for the major components which were shown to have the structures: GlcA(b1?3)- anTal6S-ol (I) and L-IdoA(a1?3)anTal4S-ol (II), where anTal-ol represents (2,5)anhydro-D-talitol and 6S/4S represent O-ester sulphate groups at C-6/C-4 sites.

KW - Glycosaminoglycan

KW - Chondroitin sulphate/sulfate

KW - NMR spectroscopy

U2 - 10.1016/j.carres.2011.06.033

DO - 10.1016/j.carres.2011.06.033

M3 - Journal article

VL - 346

SP - 2222

EP - 2227

JO - Carbohydrate Research

JF - Carbohydrate Research

SN - 0008-6215

IS - 14

ER -