Structural study of fucoidan from Cladosiphon okamuranus tokida
Abstract
A structural study was carried out on a fucoidan isolated from the brown seaweed Cladosiphon okamuranus. The polysaccharide contained fucose, glucuronic acid and sulfate in a molar ratio of about 6.1 : 1.0 : 2.9. The results of Smith degradation showed that this polysaccharide has a linear backbone of 1-->3-linked alpha-fucopyranose with a half sulfate substitution at the 4-positions, and a portion of the fucose residues was O-acetylated. The data obtained from partial acid hydrolysis, a methylation analysis and NMR spectra indicated that the alpha-glucuronic acid residue is linked to the 2-positions of the fucose residues, which were not substituted by a sulfate group. These results indicated that the average structure of this fucoidan is as follows: -[(-->3Fuc-4(+/-OSO3-)alpha1-)5-->3[GlcA alpha1-->2]Fuc alpha1-]n-. (Half of each fucose residue was sulfated. One O-acetyl ester was present in every 6 fucose residues.)
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Cladosiphon okamuranus fucoidan has a linear backbone of α-(1-3)-fucopyranose, half of which is sulfate substituted at C4, and some fucopyranoses are O-acetylated.
“Among them, Cladosiphon okamuranus from the order Chordariales showed a linear backbone of α-(1-3)-fucopyranose, half of which was sulfate substituted at the C4 position. Some fucopyranoses were O-acetylated [8].”
From A Review on Fucoidan Structure, Extraction Techniques, and Its Role as an Immunomodulatory Agent (2022) · cites this paper as [8]
C. okamuranus FCSPs may contain α-glucuronic acid substitutions at C-2 positions of backbone fucose residues not substituted by sulfate.
“The C. okamuranus FCSPs may also contain α-glucuronic acid substitutions at the C-2-positions of those backbone fucose residues that are not substituted by a sulfate group [14] (Figure 4).”
Other algal fucoidans with the same α(1→3)-backbone of fucose residues have been found in Analipus japonicas, Adenocystis utricularis and Cladosiphon okamuranus, but FCSPs from these brown algae also appear to contain monosaccharides other than fucose.
“Other algal fucoidans whose structures contain the same α(1→3)-backbone of fucose residues have been found in Analipus japonicas (Ectocarpales), Adenocystis utricularis (Ectocarpales) and Cladosiphon okamuranus (Chordariales) [14,15,39], but the FCSPs from these brown algae also appear to contain other monosaccharides than fucose (Table 2).”
FCSPs from C. okamuranus exert virtually no anticoagulant effect, possibly due to low sulfate in the polymer backbone and/or presence of vicinal branching points formed by 2-O-α-d-glucuronyl substituents.
“FCSPs from C. okamuranus (Chordariales) have been reported to exert virtually no anticoagulant effect, and this could be due to the low amount of sulfate in its polymer backbone and/or the presence of vicinal branching points formed by 2-O-α-d-glucuronyl substituents (Figure 4) [21,14].”
Fucoidans from Cladosiphon okamuranus are basically made up of linear backbones of α(1→3)-linked L-fucopyranose residues with a portion of the fucose residues being O-acetylated and with some sulfate substitution at C-4.
“Similarly, the fucoidans from Cladosiphon okamuranus (Chordariales) are basically made up of linear backbones of a(1A3)-linked L- fucopyranose residues (Table 1) with a portion of the fucose residues being O-acetylated and with some sulfate substitution at the C-4 position.8”
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 [8]
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References 39 · Cited by 173
- Authors
- Nagaoka, M., Shibata, H., Kimura-Takagi, I., Hashimoto, S., Kimura, K., Makino, T., Aiyama, R., Ueyama, S., & Yokokura, T.
- Affiliations
- Yakult Central Institute (JP)
- ORCID
- Shibata, Hideyuki
- Venue
- Glycoconjugate Journal
- Published
- 1999-01
- Volume
- 16
- Issue
- 1
- Pages
- 19-26
- ISSN
- 0282-0080 (ISSN-L)
- 1573-4986
- OpenAlex
- W90215838
- Cited by
- 173
- References
- 39
- Citations by year
- 2026: 5 · 2025: 4 · 2024: 5 · 2023: 6 · 2022: 8 · 2021: 16 · 2020: 11 · 2019: 8 · 2018: 8 · 2017: 9 · 2016: 5 · 2015: 9 · 2014: 4 · 2013: 6 · 2012: 5
- FWCI
- 6.58
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- Locations
- Glycoconjugate Journal (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, Cladosiphon okamuranus, brown seaweed polysaccharides, fucose, glucuronic acid, sulfate substitution, O-acetylation, polysaccharide structure, sulfated polysaccharides
- MeSH terms
- Polysaccharides, Seaweed, Molecular Structure
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