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来自锯齿墨角藻(Fucus serratus L.)的一种岩藻聚糖的结构

Structure of a fucoidan from the brown seaweed Fucus serratus L.

作者信息

Bilan Maria I, Grachev Alexey A, Shashkov Alexander S, Nifantiev Nikolay E, Usov Anatolii I

机构信息

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii prosp., 47, 119991 Moscow, Russian Federation.

出版信息

Carbohydr Res. 2006 Feb 6;341(2):238-45. doi: 10.1016/j.carres.2005.11.009. Epub 2005 Dec 5.

DOI:10.1016/j.carres.2005.11.009
PMID:16330004
Abstract

A fucoidan consisting of L-fucose, sulfate and acetate in a molar proportion of 1:1:0.1 and small amounts of xylose and galactose were isolated from the brown seaweed Fucus serratus L. The fucoidan structure was investigated by 1D and 2D 1H and 13C NMR spectroscopy of its desulfated and de-O-acetylated derivatives as well as by methylation analysis of the native and desulfated polysaccharides. A branched structure was suggested for the fucoidan with a backbone of alternating 3- and 4-linked alpha-L-fucopyranose residues, -->3)-alpha-L-Fucp-(1-->4)-alpha-L-Fucp-(1-->, about half of the 3-linked residues being substituted at C-4 by trifucoside units alpha-L-Fucp-(1-->4)-alpha-L-Fucp-(1-->3)-alpha-L-Fucp-(1-->. Minor chains built up of 4-linked alpha-fucopyranose and beta-xylose residues were also detected, but their location, as well as the position of galactose residues, remained unknown. Sulfate groups were shown to occupy mainly C-2 and sometimes C-4, although 3,4-diglycosylated and some terminal fucose residues may be nonsulfated. Acetate was found to occupy C-4 of 3-linked Fuc and C-3 of 4-linked Fuc in a ratio of about 7:3.

摘要

从褐藻锯齿墨角藻(Fucus serratus L.)中分离出一种岩藻依聚糖,其L-岩藻糖、硫酸盐和乙酸盐的摩尔比例为1:1:0.1,还含有少量木糖和半乳糖。通过对其脱硫和脱O-乙酰化衍生物进行一维和二维¹H和¹³C NMR光谱分析,以及对天然和脱硫多糖进行甲基化分析,研究了该岩藻依聚糖的结构。推测该岩藻依聚糖具有分支结构,主链由交替的3-和4-连接的α-L-岩藻吡喃糖残基组成,即→3)-α-L-Fucp-(1→4)-α-L-Fucp-(1→,大约一半的3-连接残基在C-4处被三岩藻糖苷单元α-L-Fucp-(1→4)-α-L-Fucp-(1→3)-α-L-Fucp-(1→取代。还检测到由4-连接的α-岩藻吡喃糖和β-木糖残基组成的短链,但其位置以及半乳糖残基的位置仍不清楚。结果表明,硫酸盐基团主要占据C-2位,有时也占据C-4位,不过3,4-二糖基化的岩藻糖残基和一些末端岩藻糖残基可能未被硫酸化。发现乙酸盐以约7:3的比例占据3-连接岩藻糖的C-4位和4-连接岩藻糖的C-3位。

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