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通过角质酶II消化牛关节软骨硫酸角质素得到的寡糖。

Oligosaccharides derived by keratanase II digestion of bovine articular cartilage keratan sulphates.

作者信息

Brown G M, Huckerby T N, Nieduszynski I A

机构信息

Division of Biological Sciences, University of Lancaster, England.

出版信息

Eur J Biochem. 1994 Sep 1;224(2):281-308. doi: 10.1111/j.1432-1033.1994.00281.x.

Abstract

Alkaline borohydride-reduced keratan sulphate chains from bovine articular cartilage (6-8-year-old animals) were subjected to a limit digest with the enzyme keratanase II. Using 1H-NMR spectroscopy, 25 reduced oligosaccharides deriving from keratan sulphate were shown to have the following structures [GlcNAc(6S)-ol represents N-acetylglucosaminitol 6-O-sulphate]: Gal beta 1-4-GlcNAc(6S)-ol, Gal beta 1-4GlcNAc(6S)beta 1-3Gal beta 1-4GlcNAc(6S)-ol, Gal(6S)beta 1-4GlcNAc(6S)-ol, Gal-(6S)beta 1-4GlcNAc(6S) beta 1-3Gal beta 1-4GlcNAc(6S)-ol, Gal beta 1-4GlcNAc(6S)beta 1-3Gal(6S)beta 1-4GlcNAc(6S)-ol, Gal(6S)beta 1-4GlcNAc(6S)beta 1-3Gal(6S)1-4GlcNAc(6S)-ol, Gal beta 1-4(Fuc alpha 1-3)GlcNAc(6S)-ol, Gal beta 1-4-(Fuc alpha 1-3)GlcNAc(6S)beta1-3Gal beta 1-4(Fuc alpha 1-3)GlcNAc(6S)-ol, Gal beta 1-4GlcNAc(6S)beta 1-3Gal beta 1-4(Fuc alpha 1-3)-GlcNAc(6S)-ol, Gal beta 1-4(Fuc alpha 1-3)GlcNAc(6S)beta 1-3Gal beta 1-4GlcNAc(6S)-ol, Gal(6S) beta 1-4GlcNAc-(6S)beta 1-3Gal beta 1-4(Fuc alpha 1-3)GlcNAc(6S)-ol, Gal beta 1-4(Fuc alpha 1-3)GlcNAc(6S)beta 1-3Gal(6S)1-4GlcNAc(6S)-ol, Gal beta 1-4GlcNAc(6S)beta 1-6(Gal beta 1-3)GalNAc-ol, Gal beta 1-4GlcNAc(6S) beta1-6(NeuAc2-3Gal beta 1-3)Gal-NAc-ol, Gal beta 1-4GlcNAc(6S)beta 1-3Gal beta 1-4GlcNAc(6S)beta 1-6(Gal beta 1-3) GalNAc-ol, Gal(6S)beta 1-4GlcNAc-(6S)beta 1-6(Gal beta 1-3)GalNAc-ol, Gal beta 1-4GlcNAc(6S)beta 1-3Gal beta 1-4GlcNAc(6S)beta 1-6(NeuAc2-3Gal beta 1-3)-GalNAc-ol, Gal(6S)beta 1-4GlcNAc(6S)beta 1-6(NeuAc alpha 2-3Gal beta 1-3)GalNAc-ol, Gal(6S) beta 1-4GlcNAc-(6S)beta 1-3Gal beta 1-4GlcNAc(6S)beta 1-6(Gal beta 1-3)GalNAc- ol, Gal(6S)beta 1-4GlcNAc(6S)beta 1-3Gal beta 1-4GlcNAc-(6S)beta 1-6(NeuAc alpha 2-3Gal beta 1-3)GalNAc-ol, NeuAc alpha 2-6Gal beta 1-4GlcNAc(6S)beta 1-3Gal beta 1-4GlcNAc(6S)-ol, NeuAc alpha 2-3Gal beta 1-4GlcNAc(6S)beta 1-3Gal beta 1-4GlcNAc(6S)-ol, NeuAc alpha 2-6Gal beta 1-4GlcNAc(6S)beta 1-3Gal-(6S)beta 1-4GlcNAc(6S)-ol, NeuAc alpha 2-3Gal beta 1-4GlcNAc(6S)beta 1-3Gal(6S)beta 1-4GlcNAc(6S)-ol and Neu-Ac alpha 2-3Gal(6S)beta 1-4GlcNAc(6S)beta 1-3Gal(6S beta)1-4GlcNAc(6S)-ol. Proton chemical shifts for these oligosaccharides were assigned using one- and two-dimensional NMR spectroscopic methods. These results confirm the findings of Nakazawa et al. [Nakazawa, K., Ito, M., Yamagata, T. and Suzuki, S. (1989) in Keratan sulphate: chemistry, biology and chemical pathology (Greiling, H. and Scott, J.E., eds) pp. 99-110, The Biochemical Society, London], namely that keratanase II cleaves the O-glycosidic bond of a beta(1-3)-linked 6-O-sulphated N-acetylglucosamine.(ABSTRACT TRUNCATED AT 400 WORDS)

摘要

来自牛关节软骨(6 - 8岁动物)的碱性硼氢化物还原的硫酸角质素链,用角质素酶II进行了极限消化。使用1H - NMR光谱法,结果表明,源自硫酸角质素的25种还原寡糖具有以下结构[GlcNAc(6S)-ol代表N - 乙酰葡糖胺醇6 - O - 硫酸盐]:Galβ1 - 4 - GlcNAc(6S)-ol、Galβ1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc(6S)-ol、Gal(6S)β1 - 4GlcNAc(6S)-ol、Gal-(6S)β1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc(6S)-ol、Galβ1 - 4GlcNAc(6S)β1 - 3Gal(6S)β1 - 4GlcNAc(6S)-ol、Gal(6S)β1 - 4GlcNAc(6S)β1 - 3Gal(6S)1 - 4GlcNAc(6S)-ol、Galβ1 - 4(Fucα1 - 3)GlcNAc(6S)-ol、Galβ1 - 4 - (Fucα1 - 3)GlcNAc(6S)β1 - 3Galβ1 - 4(Fucα1 - 3)GlcNAc(6S)-ol、Galβ1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4(Fucα1 - 3)-GlcNAc(6S)-ol、Galβ1 - 4(Fucα1 - 3)GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc(6S)-ol、Gal(6S)β1 - 4GlcNAc-(6S)β1 - 3Galβ1 - 4(Fucα1 - 3)GlcNAc(6S)-ol、Galβ1 - 4(Fucα1 - 3)GlcNAc(6S)β1 - 3Gal(6S)1 - 4GlcNAc(6S)-ol、Galβ1 - 4GlcNAc(6S)β1 - 6(Galβ1 - 3)GalNAc-ol、Galβ1 - 4GlcNAc(6S)β1 - 6(NeuAc2 - 3Galβ1 - 3)Gal-NAc-ol、Galβ1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc(6S)β1 - 6(Galβ1 - 3) GalNAc-ol、Gal(6S)β1 - 4GlcNAc-(6S)β1 - 6(Galβ1 - 3)GalNAc-ol、Galβ1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc(6S)β1 - 6(NeuAc2 - 3Galβ1 - 3)-GalNAc-ol、Gal(6S)β1 - 4GlcNAc(6S)β1 - 6(NeuAcα2 - 3Galβ1 - 3)GalNAc-ol、Gal(6S)β1 - 4GlcNAc-(6S)β1 - 3Galβ1 - 4GlcNAc(6S)β1 - 6(Galβ1 - 3)GalNAc- ol、Gal(6S)β1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc-(6S)β1 - 6(NeuAcα2 - 3Galβ1 - 3)GalNAc-ol、NeuAcα2 - 6Galβ1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc(6S)-ol、NeuAcα2 - 3Galβ1 - 4GlcNAc(6S)β1 - 3Galβ1 - 4GlcNAc(6S)-ol、NeuAcα2 - 6Galβ1 - 4GlcNAc(6S)β1 - 3Gal-(6S)β1 - 4GlcNAc(6S)-ol、NeuAcα2 - 3Galβ1 - 4GlcNAc(6S)β1 - 3Gal(6S)β1 - 4GlcNAc(6S)-ol和Neu - Acα2 - 3Gal(6S)β1 - 4GlcNAc(6S)β1 - 3Gal(6Sβ)1 - 4GlcNAc(6S)-ol。这些寡糖的质子化学位移通过一维和二维NMR光谱法进行了归属。这些结果证实了中泽等人的发现[中泽,K.,伊藤,M.,山形,T.和铃木,S.(1989年),载于《硫酸角质素:化学、生物学和化学病理学》(格雷林,H.和斯科特,J.E.编),第99 - 110页,生物化学学会,伦敦],即角质素酶II切割β(1 - 3)连接的6 - O - 硫酸化N - 乙酰葡糖胺的O - 糖苷键。(摘要截选至400字)

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