Further studies on the composition and structure of a fucoidan preparation from the brown alga Saccharina latissima

被引:207
作者
Bilan, Maria I. [1 ]
Grachev, Alexey A. [2 ]
Shashkov, Alexander S. [3 ]
Kelly, Maeve [4 ]
Sanderson, Craig J. [4 ]
Nifantiev, Nikolay E. [2 ]
Usov, Anatolii I. [1 ]
机构
[1] Russian Acad Sci, Lab Plant Polysaccharides, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] Russian Acad Sci, Lab Glycoconjugate Chem, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[3] Russian Acad Sci, Lab NMR Spect, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[4] Scottish Assoc Marine Sci, Oban PA37 1QA, Argyll, Scotland
关键词
Fucoidan; Fucan sulfate; Sulfated fucoglucuronan; Sulfated fucoglucuronomannan; Sulfated fucogalactan; Brown algae; ANTIVIRAL ACTIVITY; GUM EXUDATE; SEAWEED; GLYCOGLUCURONOMANNAN; POLYSACCHARIDES; VOCHYSIA; OLIGOSACCHARIDES; FRAGMENTS; SUGARS; NMR;
D O I
10.1016/j.carres.2010.07.009
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
The polysaccharide composition of a fucoidan preparation isolated from the brown alga Saccharina latissima (formerly Laminaria saccharina) was reinvestigated. The preparation was fractionated by anion-exchange chromatography, and the fractions obtained were analyzed by chemical methods combined with NMR spectroscopy. Several 2D procedures, including HSQC, HMQC-TOCSY, and HMQC-NOESY, were used to obtain reliable structural information from the complex spectra, and the signal assignments were additionally confirmed by comparison with the literature spectra of the related polysaccharides and synthetic oligosaccharides. In accordance with the previous data, the main polysaccharide component was shown to be a fucan sulfate containing a backbone of 3-linked alpha-L-fucopyranose residues sulfated at C-4 and/or at C-2 and branched at C-2 by single sulfated alpha-L-fucopyranose residues. In addition, three other types of sulfated polysaccharide molecules were detected in the total fucoidan preparation: (i) a fucogalactan having a backbone of 6-linked beta-D-galactopyranose residues branched mainly at C-4 and containing both terminal galactose and fucose residues; (ii) a fucoglucuronomannan having a backbone of alternating 4-linked beta-D-glucopyranosyluronic acid and 2-linked alpha-D-mannopyranose residues with alpha-L-fucopyranose residues as single branches at C-3 of alpha-D-Manp; and (iii) a fucoglucuronan having a backbone of 3-linked beta-D-glucopyranosyluronic acid residues with alpha-L-fucopyranose residues as single branches at C-4. Hence, even a single algal species may contain, at least in minor amounts, several sulfated polysaccharides differing in molecular structure. Partial resolution of these polysaccharides has been accomplished, but unambiguous evidence on their presence as separate entities was not obtained. (C) 2010 Elsevier Ltd. All rights reserved.
引用
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页码:2038 / 2047
页数:10
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