Structure of a fucoidan from the brown seaweed Fucus serratus L.
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.
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Fucoidan from F. serratus consists of a backbone with alternating 3- and 4-linked α-fucopyranose residues, with β-xylose and 4-linked α-fucopyranose residues as minor chains, and sulfation at positions 2 and 4.
“Accordingly, fucoidan from F. serratus consists of a backbone with alternating 3- and 4-linked α-fucopyranose residues [21]. β-Xylose and 4-linked α-fucopyranose residues were mentioned as minor chains. The sulfation pattern was determined at positions 2 and 4, and some terminal residues remained non-sulfated.”
From A Review on Fucoidan Structure, Extraction Techniques, and Its Role as an Immunomodulatory Agent (2022) · cites this paper as [21]
Fucoidan from brown seaweed in the order of Fucales such as F. evanescens and F. serratus contain large proportions of both α(1→3) and α(1→4) glycosidic bonds.
“several studies—using highly advanced analytical methods—have documented that fucoidan from brown seaweed in the order of Fucales such as F. evanescens and F. serratus do indeed contain large proportions of both α(1→3) and α(1→4) glycosidic bonds [20–22]”
Fucoidans in the order Fucales, e.g. Fucus evanescens and Fucus serratus, possess a large proportion of both α(1→3)- and α(1→4)-linked L-fucopyranose residues, which may be substituted with sulfate on C-2 and C-4.
“The fucoidans in brown seaweeds in the order of Fucales, e.g.Fucus evanescens and Fucus serratus, represent the typical structures: They possess a large proportion of both a(1A3)and a(1A4)-linked L-fucopyranose residues, which may be substituted with sulfate (SO 3 2 ) on C-2 and C-4 (Table 1).6,7,10”
From Fucoidans from brown seaweeds: an update on structures, extraction techniques and use of enzymes as tools for structural elucidation (2013) · cites this paper as [7]
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References 21 · Cited by 263
- Authors
- Bilan, M. I., Grachev, A. A., Shashkov, A. S., Nifantiev, N. E., & Usov, A. I.
- Affiliations
- Russian Academy of Sciences (RU)
- Corresponding author
- Usov, Anatolii I.
- Venue
- Carbohydrate Research
- Publisher
- Elsevier BV
- Published
- 2006-02
- Volume
- 341
- Issue
- 2
- Pages
- 238-245
- ISSN
- 0008-6215 (ISSN-L)
- OpenAlex
- W2088764787
- Cited by
- 263
- References
- 21
- Citations by year
- 2026: 10 · 2025: 12 · 2024: 14 · 2023: 11 · 2022: 18 · 2021: 27 · 2020: 23 · 2019: 14 · 2018: 12 · 2017: 11 · 2016: 6 · 2015: 18 · 2014: 18 · 2013: 15 · 2012: 13
- FWCI
- 8.01
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Carbohydrate Research (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Agricultural and Biological Sciences › Aquatic Science › Seaweed-derived Bioactive Compounds
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Polysaccharides and Plant Cell Walls
- Life Sciences › Agricultural and Biological Sciences › Food Science › Polysaccharides Composition and Applications
- Keywords
- fucoidan, Fucus serratus, brown seaweed polysaccharides, L-fucose, sulfate substitution, polysaccharide structure, branched polysaccharides, methylation analysis, NMR structure elucidation
- MeSH terms
- Carbohydrate Conformation, Carbohydrate Sequence, Molecular Sequence Data, Magnetic Resonance Spectroscopy, Polysaccharides, Spectrophotometry, Infrared, Fucus
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