A Novel Pentasaccharide Sequence GlcA(3-sulfate)(1-3)GalNAc(4-sulfate)(
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- 作者：Hiroshi Kitagawa ; Yukako Tanaka ; Shuhei Yamada ; Nobuko Seno ; Stuart M. Haslam ; Howard R. Morris ; Anne Dell ; and Kazuyuki Sugahara
- 刊名：Biochemistry
- 出版年：1997
- 出版时间：April 1, 1997
- 年：1997
- 卷：36
- 期：13
- 页码：3998 - 4008
- 全文大小：204K
- 年卷期：v.36,no.13(April 1, 1997)
- ISSN：1520-4995
文摘
Novel sulfated tetrasaccharide structures containing3-O-sulfated GlcA were isolated recentlyfrom king crab cartilage chondroitin sulfate K [Sugahara, K., Tanaka,Y., Yamada, S., Seno, N., Kitagawa,H., Haslam, S. M., Morris, H. R., & Dell, A. (1996) J. Biol.Chem. 271, 26745-26754]. In thisstudy,we prepared a series of oligosaccharides from the same source afterexhaustive digestion with testicularhyaluronidase and determined the structures of a pentasaccharide, twohexasaccharides, and twoheptasaccharides by means of fast atom bombardment mass spectrometryand 500-MHz 1H-NMRspectroscopy. All the oligosaccharides had the following hithertounreported structures including a novelglucuronate 3-O-sulfate:GlcA(3S)(
1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(1-3)GalNAc(4S),GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S),GlcA(3S)(1-3)GalNAc(4S)(1-4)(Fuc
1-3)GlcA(1-3)GalNAc(4S),GlcA(3S)(1-3)GalNAc(4S)(1-4)(Fuc1-3)GlcA(1-3)GalNAc(4S)(1-4)GlcA(1-3)GalNAc(4S),and GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S)(1-4)(Fuc1-3)GlcA(1-3)GalNAc(4S),where 3S or 4Srepresent 3-O- or 4-O-sulfate, respectively.Furthermore, the three latter structures contained anovelcombination of both 3-O-sulfated and3-O-fucosylated GlcA residues. The pentasaccharide with3-O-fucosylated GlcA at the internal position remained totally resistant tochondroitinase AC-II, whereas itwas degraded by chondroitinase ABC into a disaccharide unit containingGlcA(3S) derived from thenonreducing side and a trisaccharide unit containing fucose from thereducing side.
1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(1-3)GalNAc(4S),GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S),GlcA(3S)(1-3)GalNAc(4S)(1-4)(Fuc1-3)GlcA(1-3)GalNAc(4S),GlcA(3S)(1-3)GalNAc(4S)(1-4)(Fuc1-3)GlcA(1-3)GalNAc(4S)(1-4)GlcA(1-3)GalNAc(4S),and GlcA(3S)(1-3)GalNAc(4S)(1-4)GlcA(3S)(1-3)GalNAc(4S)(1-4)(Fuc1-3)GlcA(1-3)GalNAc(4S),where 3S or 4Srepresent 3-O- or 4-O-sulfate, respectively.Furthermore, the three latter structures contained anovelcombination of both 3-O-sulfated and3-O-fucosylated GlcA residues. The pentasaccharide with3-O-fucosylated GlcA at the internal position remained totally resistant tochondroitinase AC-II, whereas itwas degraded by chondroitinase ABC into a disaccharide unit containingGlcA(3S) derived from thenonreducing side and a trisaccharide unit containing fucose from thereducing side.