H-1 NMR analysis of novel sialylated and fucosylated lactose-based oligosaccharides having linear GlcNAc(beta 1-6) Gal and Neu5Ac(alpha 2-6) GlcNAc sequences

被引:4
作者
Bailey, D
Davies, MJ
Routier, FH
Bauer, C
Feeney, J
Hounsell, EF
机构
[1] UNIV LONDON UNIV COLL,DEPT BIOCHEM & MOL BIOL,FUNCT GRP,MRC GLYCOPROT STRUCT,LONDON WC1E 6BT,ENGLAND
[2] NATL INST MED RES,MRC,BIOMED NMR CTR,LONDON NW7 1AA,ENGLAND
关键词
NMR spectroscopy; milk oligosaccharides; gastrointestinal tract; breast fed infants;
D O I
10.1016/S0008-6215(96)00338-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Three novel oligosaccharides of human infant faeces have been fully characterised by methylation analysis and 500/600 MHz H-1 NMR spectroscopy including DQF-COSY, TQF-COSY, TOCSY and ROESY experiments. The oligosaccharides were shown to be lactose-based structures two of which were substituted at C-6 of Gal with either the Le(x) trisaccharide, Gal(beta 1-4)[Fuc(alpha 1-3)]GlcNAc(beta 1-, or Neu5Ac(alpha 2-6)Gal(beta 1-4)GlcNAc(beta 1-. They differ from other free oligosaccharides previously isolated from the human by having the (1 --> 6) linkage to Gal in the absence of a (1 --> 3) branch. The third oligosaccharide has Neu5Ac(alpha 2-6) linked to GlcNAc of the trisaccharide GlcNAc(beta 1-3)Gal(beta 1-4)Glc. This is a linear fragment of the disialylated tetrasaccharide sequence Neu5Ac(alpha 2-3)Gal( beta 1-3)[Neu5Ac(alpha 2-6)]GlcNAc(beta 1- found in the milk oligosaccharide disialyl LNT (the GlcNAc residue of the tetrasaccharide linked to lactose) and also of N-linked chains (GlcNAc linked to Man). (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:289 / 300
页数:12
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