Exploring the structural diversity of mammalian carbohydrates ("Glycospace") by statistical databank analysis

被引:222
作者
Werz, Daniel B.
Ranzinger, Rene
Herget, Stephan
Adibekian, Alexander
von der Lieth, Claus-Wilhelm
Seeberger, Peter H.
机构
[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
[2] German Canc Res Ctr, D-69120 Heidelberg, Germany
关键词
D O I
10.1021/cb700178s
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
The diversity of three major classes of mammalian carbohydrates, mainly glycotipids and O- and N-linked glycans, deposited in the databank GLYCOSCIENCES.de was subjected to statistical analyses. Size, chain length, and branching complexity were accessed and revealed that the average oligosaccharide is composed of about eight monosaccharide units. About a quarter of all oligosaccharides are strictly linear, and the remainder are branched at least once. Glucosamine, galactose, and mannose are dominating and comprise 75% of the monosaccharides within mammalian oligosaccharicle frameworks. alpha-linked sialic acid, alpha-linked fucose, and P-linked galactose decorate the majority of reducing termini. Glucose as the most abundant carbohydrate in mammals plays only a very minor role within these structures. Particular emphasis was placed on analyzing the way the monosaccharide units are linked within the oligomeric framework. just 11 monosaccharide connections account for >75% of all linkages. Thus, the number of structural combinations found in nature, the part of the occupied mammalian glycospace, is much smaller than expected. As a result, a potential set of building blocks for oligosaccharicle assembly is presented. This potential building block set was correlated with the accessible 3299 mammalian carbohydrate structures in the GLYCOSCIENCES.de databank. Only 36 building blocks are required to construct 75% of the 3299 mammalian oligosaccharides.
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页码:685 / 691
页数:7
相关论文
共 36 条
[1]  
Atherton E, 1989, SOLID PHASE PEPTIDE
[2]   THE USE OF 2-DEOXY-2-TRICHLOROACETAMIDO-D-GLUCOPYRANOSE DERIVATIVES IN SYNTHESES OF OLIGOSACCHARIDES [J].
BLATTER, G ;
BEAU, JM ;
JACQUINET, JC .
CARBOHYDRATE RESEARCH, 1994, 260 (02) :189-202
[3]   LINUCS:: LInear Notation for Unique Description of Carbohydrate Sequences [J].
Bohne-Lang, A ;
Lang, E ;
Förster, T ;
von der Lieth, CW .
CARBOHYDRATE RESEARCH, 2001, 336 (01) :1-11
[4]  
Boons G.-J., 1998, CARBOHYDRATE CHEM
[5]   GENE SYNTHESIS MACHINES - DNA CHEMISTRY AND ITS USES [J].
CARUTHERS, MH .
SCIENCE, 1985, 230 (4723) :281-285
[6]   CHEMICAL SYNTHESIS OF DNA AND DNA ANALOGS [J].
CARUTHERS, MH .
ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (09) :278-284
[7]   Synthesis of new hexosaminyl D- and L-chiro-inositols related to putative insulin mediators [J].
Cid, MB ;
Bonilla, JB ;
Alfonso, F ;
Martín-Lomas, M .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (18) :3505-3514
[8]   GALACTOFURANOSE-CONTAINING GLYCOCONJUGATES IN TRYPANOSOMATIDS [J].
DELEDERKREMER, RM ;
COLLI, W .
GLYCOBIOLOGY, 1995, 5 (06) :547-552
[9]   THE COMPLEX CARBOHYDRATE STRUCTURE DATABASE [J].
DOUBET, S ;
BOCK, K ;
SMITH, D ;
DARVILL, A ;
ALBERSHEIM, P .
TRENDS IN BIOCHEMICAL SCIENCES, 1989, 14 (12) :475-477
[10]   CARBBANK [J].
DOUBET, S ;
ALBERSHEIM, P .
GLYCOBIOLOGY, 1992, 2 (06) :505-505