Spectroscopic characterisation of disaccharides derived from keratan sulfates.

Huckerby, Thomas N. and Brown, Gavin M. and Dickenson, John M. and Nieduszynski, Ian A. (1995) Spectroscopic characterisation of disaccharides derived from keratan sulfates. European Journal of Biochemistry, 229 (1). pp. 119-131. ISSN 1432-1033

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Skeletal keratan sulfates have been degraded by three independent techniques and the resultant, borohydride-reduced, disaccharides have been characterised by NMR spectroscopy. The ¹H and <sup>13</sup>C (where available) chemical shifts are reported for the following substances, where GalNAc-ol represents Nacetyl-galactosaminitol. GlcNAc-ol represents N-acetyl-glucosaminitol, GlcNAc(6S)-ol represents N-acetyl-glucosaminitol 6-O-sulfate and 2,5AnMan(6S)-ol represents 2.5-anhydro-D-mannitol 6-O-sulfate. (a) GlcNAc(6S)β(1-3)Gal-ol, isolated after keratanase (from Pseudomonas sp.) digestion. (b) Galβ(14)GlcNAc(6S)-ol and Gal(6S)β(1-4) GlcNAc(6S)-ol, the ¹H chemical shills have been reported previously [Brown, G. M., Huckerby, T. N., Morris, H. G., Abram, B. L. & Nieduszynski, I. A, (1994) Biochemistry 33, 4836-4846; Brown, G. M., Huckerby, T. N. & Nieduszynski, I. A. (1994) Eur: J. Biochem. 224, 281-308], GlcNAc(6S)β(1-6)GalNAc-ol, Galβ(14)GlcNAc-ol, Gal(6S)β(1-4)GlcNAc-ol, all isolated after keratanase II digestion, (c) Galβ(14)2,5AnMan(6S)-ol and Gal(6S)β(1-4)2.5AnMan(6S)-ol, isolated after hydrazinolysis and nitrous acid digestion. In addition, the model compounds Galβ(1-4)GlcNAc-ol and Galβ(1-6)GlcNAc-ol have also been examined by ¹H and <sup>13</sup>C NMR spectroscopy. The value of these data for microstructural analysis of keratan sulfate samples is discussed.

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European Journal of Biochemistry
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10 Feb 2009 11:18
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18 Sep 2023 00:09