1996年10月
Novel sulfated oligosaccharides containing 3-O-sulfated glucuronic acid from king crab cartilage chondroitin sulfate K - Unexpected degradation by chondroitinase ABC
JOURNAL OF BIOLOGICAL CHEMISTRY
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- 巻
- 271
- 号
- 43
- 開始ページ
- 26745
- 終了ページ
- 26754
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1074/jbc.271.43.26745
- 出版者・発行元
- AMER SOC BIOCHEMISTRY MOLECULAR BIOLOGY INC
We prepared a series of oligosaccharides from king crab cartilage chondroitin sulfate K after exhaustive digestion with testicular hyaluronidase, and determined the structures of four tetrasaccharides and a pentasaccharide by fast atom bombardment mass spectrometry, high performance liquid chromatography analysis of chondroitinase AC-II digests, and 500-MHz H-1 NMR spectroscopy. The tetrasaccharides shared the common core structure GlcA beta 1-3GalNAc beta 1-4GlcA beta 1-3GalNAc with various sulfation profiles. One structure was GlcA beta 1-3GalNAc(4S)beta 1-4GlcA beta 1-3GalNAc(4S), whereas three of them have the following hitherto unreported structures including a novel glucuronate 3-O-sulfate: GlcA(3S)beta 1-3GalNAc(4S)beta 1-4GlcA beta 1-3GalNAc(4S), GlcA beta 1-3GalNAc(4S)beta 1-4GlcA(3S)beta 1-3GalNAc(4S), and GlcA (3S)beta 1-3GalNAc(4S)beta 1-4GlcA(3S)beta 1-3GalNAc(4S) where 3S or 4S represents 3-O- or 4-O-sulfate, respectively. The structure of the pentasaccharide was determined as GlcA(3S)beta 1-3GalNAc(4S)beta 1-4GlcA(3S)beta 1-3GalNAc(4S)beta 1-4GlcA. Chondroitinase ABC digestion of the tetrasaccharides with GlcA(3S) at the internal position destroyed the disaccharide unit containing GlcA(3S) derived from the reducing side and resulted in only the disaccharide unit from the non-reducing side. In contrast, these tetrasaccharides remained totally resistant to chondroitinase AC-II. The results indicated that it is necessary to reevaluate the disaccharide composition of chondroitin sulfate poly- or oligosaccharides purified from various biological sources, since they were usually determined after chondroitinase ABC digestion, It is probable that the structures containing GlcA(3S) would not have been detected.
- リンク情報
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- DOI
- https://doi.org/10.1074/jbc.271.43.26745
- PubMed
- https://www.ncbi.nlm.nih.gov/pubmed/8900154
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:A1996VP23300048&DestApp=WOS_CPL
- URL
- https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0030002781&origin=inward
- ID情報
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- DOI : 10.1074/jbc.271.43.26745
- ISSN : 0021-9258
- PubMed ID : 8900154
- SCOPUS ID : 0030002781
- Web of Science ID : WOS:A1996VP23300048