Structural analysis of a fucoidan from the brown alga Fucus evanescens by MALDI-TOF and tandem ESI mass spectrometry
Abstract
A fucoidan, a heterogeneous sulfated polysaccharide from the brown alga Fucus evanescens, was depolymerized under solvolytic conditions, and its ethanol-extracted low-molecular-weight fraction was analyzed by MALDI-TOFMS and ESIMS/MS. It was found that the mixture contained unsulfated oligosaccharides including some monosulfated components, which were shown to consist of mainly (1-->3)-linked 2-O-sulfonated fucose residues (from 1 to 4). Minor components of the mixture were shown to contain 2-O- and 4-O-sulfonated xylose and galactose residues. Among them, mixed monosulfonated fucooligosaccharides were detected and characterized: Xyl-(1-->4)-Fuc, Gal-(1-->4)-Fuc, Gal-(1-->4)-Gal-(1-->4)-Fuc, Gal-(1-->4)-Gal. Fucose, galactose, and xylose residues were shown to be mainly 2-O-sulfonated with traces of 4-O-sulfonation. Glucuronic acid was also found as a part of non-sulfated fucooligosaccharides: Fuc-(1-->3)-GlcA, Fuc-(1-->4)-Fuc-(1-->3)-GlcA, Fuc-(1-->3)-Fuc-(1-->4)-Fuc-(1-->3)-GlcA.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
Glucuronic acid was detected as being a part of the non-sulfated fucooligosaccharides: Fuc-(1→3)-GlcA, Fuc-(1→4)-Fuc-(1→3)-GlcA, Fuc-(1→3)-Fuc-(1→3)-GlcA.
“Glucuronic acid (GlcA) was also detected as being a part of the non-sulfated fucooligosaccharides: Fuc-(1→3)-GlcA, Fuc-(1→4)-Fuc-(1→3)-GlcA, Fuc-(1→3)-Fuc-(1→3)-GlcA respectively [33].”
Glucuronic acid has been detected and found to be an integral part of non-sulfated fucooligosaccharides in F. evanescens.
“Glucuronic acid (GlcA) has also been detected and found to be an integral part of the non-sulfated fucooligosaccharides: Fuc-(1A3)-GlcA, Fuc-(1A4)-Fuc-(1A3)-GlcA, Fuc-(1A3)-Fuc-(1A3)-GlcA respectively.13”
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 [13]
More detailed analysis of F. evanescens by MALDI-TOF and tandem ESI mass spectrometry revealed minor components such as mixed mono-sulfated fucooligosaccharides containing both 2-O- and 4-O-sulfated (1→4)-bonded xylose and galactose residues.
“More detailed analysis of F. evanescens by MALDI-TOF and tandem ESI mass spectrometry has also revealed the presence of minor components such as mixed mono-sulfated fucooligosaccharides containing both 2-O-and 4-O-sulfated (1A4) bonded xylose and galactose residues: Xyl-(1A4)-Fuc, Gal-(1A4)-Fuc, Gal-(1A4)-Gal-(1A4)-Fuc, Gal-(1A4)-Gal.”
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 [13]
Cites
A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates
Domon, B., & Costello, C. E. (1988) · Glycoconjugate Journal · doi:10.1007/bf01049915 · Cited by 2,762 · see citing works
Sawardeker, J. S., Sloneker, J. H., & Jeanes, A. (1965) · Analytical Chemistry · doi:10.1021/ac60231a048 · Cited by 1,708 · see citing works
Cumashi, A., Ushakova, N. A., Preobrazhenskaya, M. E., D'Incecco, A., Piccoli, A., Totani, L., Tinari, N., Morozevich, G. E., Berman, A. E., Bilan, M. I., et al. (2007) · Glycobiology · doi:10.1093/glycob/cwm014 · Cited by 1,026 · see citing works
Mass spectrometry of oligosaccharides
Zaia, J. (2004) · Mass Spectrometry Reviews · doi:10.1002/mas.10073 · Cited by 805 · see citing works
Berteau, O. (2003) · Glycobiology · doi:10.1093/glycob/cwg058 · Cited by 769 · see citing works
A revised structure for fucoidan may explain some of its biological activities.
Patankar, M. S., Oehninger, S., Barnett, T., Williams, R. L., & Clark, G. F. (1993) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(20)80609-7 · Cited by 531 · see citing works
Structure of a fucoidan from the brown seaweed Fucus evanescens C.Ag.
Bilan, M. I., Grachev, A. A., Ustuzhanina, N. E., Shashkov, A. S., Nifantiev, N. E., & Usov, A. I. (2002) · Carbohydrate Research · doi:10.1016/s0008-6215(02)00053-8 · Cited by 412 · see citing works
Jones, T. M., & Albersheim, P. (1972) · PLANT PHYSIOLOGY · doi:10.1104/pp.49.6.926 · Cited by 399 · see citing works
A study of fucoidan from the brown seaweed Chorda filum
Chizhov, A. O., Dell, A., Morris, H. R., Haslam, S. M., McDowell, R. A., Shashkov, A. S., Nifant’ev, N. E., Khatuntseva, E. A., & Usov, A. I. (1999) · Carbohydrate Research · doi:10.1016/s0008-6215(99)00148-2 · Cited by 326 · see citing works
A disaccharide repeat unit is the major structure in fucoidans from two species of brown algae
Chevolot, L., Mulloy, B., Ratiskol, J., Foucault, A. P., & Colliec‐Jouault, S. (2001) · Carbohydrate Research · doi:10.1016/s0008-6215(00)00314-1 · Cited by 304 · see citing works
Novel Antiviral Fucoidan from Sporophyll of Undaria pinnatifida (Mekabu)
Lee, J., Hayashi, K., HASHIMOTO, M., Nakano, T., & Hayashi, T. (2004) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.52.1091 · Cited by 277 · see citing works
Structure of a fucoidan from the brown seaweed Fucus serratus L.
Bilan, M. I., Grachev, A. A., Shashkov, A. S., Nifantiev, N. E., & Usov, A. I. (2006) · Carbohydrate Research · doi:10.1016/j.carres.2005.11.009 · Cited by 263 · see citing works
A highly regular fraction of a fucoidan from the brown seaweed Fucus distichus L.
Bilan, M. I., Grachev, A. A., Ustuzhanina, N. E., Shashkov, A. S., Nifantiev, N. E., & Usov, A. I. (2004) · Carbohydrate Research · doi:10.1016/j.carres.2003.10.028 · Cited by 255 · see citing works
Николаевна, З. Т., Shevchenko, N. M., Chizhov, A. O., Krupnova, T. N., Sundukova, E. V., & Isakov, V. V. (2003) · Journal of Experimental Marine Biology and Ecology · doi:10.1016/s0022-0981(03)00244-2 · Cited by 221 · see citing works
Self-citationStructural study of fucoidan from Cladosiphon okamuranus tokida
Nagaoka, M., Shibata, H., Kimura-Takagi, I., Hashimoto, S., Kimura, K., Makino, T., Aiyama, R., Ueyama, S., & Yokokura, T. (1999) · Glycoconjugate Journal · doi:10.1023/a:1006945618657 · Cited by 173 · see citing works
Nishino, T., Nagumo, T., Kiyohara, H., & Yamada, H. (1991) · Carbohydrate Research · doi:10.1016/0008-6215(91)84147-7 · Cited by 116 · see citing works
Polysaccharide and lipid composition of the brown seaweed Laminaria gurjanovae
Шевченко, Н. М., Anastyuk, S. D., Ивановна, Г. Н., Dmitrenok, P. S., Isakov, V. V., & Николаевна, З. Т. (2007) · Russian Journal of Bioorganic Chemistry · doi:10.1134/s1068162007010116 · Cited by 97 · see citing works
Self-citationTissot, B., Salpin, J., Martinez, M., Gaigeot, M., & Daniel, R. (2006) · Carbohydrate Research · doi:10.1016/j.carres.2005.11.029 · Cited by 88 · see citing works
Zhang, Z., Yu, G., Zhao, X., et al. (2006) · Journal of the American Society for Mass Spectrometry · doi:10.1016/j.jasms.2006.01.002 · Cited by 83 · see citing works
Honya, M., Mori, H., Anzai, M., Araki, Y., & Nisizawa, K. (1999) · Hydrobiologia · doi:10.1023/a:1017007623005 · Cited by 83 · see citing works
Николаевна, З. Т., Shevchenko, N. M., Назаренко, Е. Л., Иванович, Г. В., Urvantseva, A. M., Киселева, М. И., & Isakov, V. V. (2005) · Journal of Experimental Marine Biology and Ecology · doi:10.1016/j.jembe.2004.12.027 · Cited by 76 · see citing works
Self-citationDaniel, R., Chevolot, L., Carrascal, M., Tissot, B., Mourão, P. A. S., & Abián, J. (2007) · Carbohydrate Research · doi:10.1016/j.carres.2007.01.009 · Cited by 75 · see citing works
Daniel, R., Berteau, O., Chevolot, L., Varenne, A., Gareil, P., & Goasdoué, N. (2001) · European Journal of Biochemistry · doi:10.1046/j.1432-1033.2001.02497.x · Cited by 69 · see citing works
Isolation and Characterization of a Fucoidan-Degrading Marine Bacterial Strain and Its Fucoidanase
Sakai, T., Kawai, T., & Kato, I. (2004) · Marine Biotechnology · doi:10.1007/s10126-003-0033-5 · Cited by 69 · see citing works
A comparative study of specificity of fucoidanases from marine microorganisms and invertebrates
Игоревич, К. М., Chizhov, A. O., Grachev, A. A., Alekseeva, S. A., Bakunina, I. Y., Nedashkovskaya, O. I., Сова, В. В., & Николаевна, З. Т. (2006) · Journal of Applied Phycology · doi:10.1007/s10811-006-9042-x · Cited by 49 · see citing works
Fragmentations of isomeric sulfated monosaccharides using electrospray ion trap mass spectrometry
Minamisawa, T., & Hirabayashi, J. (2005) · Rapid Communications in Mass Spectrometry · doi:10.1002/rcm.1985 · Cited by 43 · see citing works
A comparative study of specificity of fucoidanases from marine microorganisms and invertebrates
Игоревич, К. М., Chizhov, A. O., Grachev, A. A., Alekseeva, S. A., Bakunina, I. Y., Nedashkovskaya, O. I., Сова, В. В., & Николаевна, З. Т. (2008) · Springer eBooks · doi:10.1007/978-1-4020-5670-3_18 · Cited by 37 · see citing works
Flagged first, then by citations
Cited by
Sorted by citations
Ale, M. T., Mikkelsen, J. D., & Meyer, A. S. (2011) · Marine Drugs · doi:10.3390/md9102106 · Cited by 779 · see citing works
Ale, M. T., & Meyer, A. S. (2013) · RSC Adv. · doi:10.1039/c3ra23373a · Cited by 381 · see citing works
Anticancer and Cancer Preventive Properties of Marine Polysaccharides: Some Results and Prospects
Fedorov, S., Ermakova, S., Zvyagintseva, T., & Stonik, V. (2013) · Marine Drugs · doi:10.3390/md11124876 · Cited by 189 · see citing works
Vishchuk, O. S., Ermakova, S. P., & Zvyagintseva, T. N. (2013) · Food Chemistry · doi:10.1016/j.foodchem.2013.03.065 · Cited by 117 · see citing works
Fucoidans from Brown Alga Fucus evanescens: Structure and Biological Activity
Menshova, R. V., Shevchenko, N. M., Imbs, T. I., Zvyagintseva, T. N., Malyarenko, O. S., Zaporoshets, T. S., Besednova, N. N., & Ermakova, S. P. (2016) · Frontiers in Marine Science · doi:10.3389/fmars.2016.00129 · Cited by 85 · see citing works
Self-citationChung, H., Jeun, J., Houng, S., Jun, H., Kweon, D., & Lee, S. (2010) · Phytotherapy Research · doi:10.1002/ptr.3138 · Cited by 77 · see citing works
Jeong, B.-E., Ko, E.-J., & Joo, H.-G. (2012) · Food and Chemical Toxicology · doi:10.1016/j.fct.2012.01.034 · Cited by 39 · see citing works
Fasciotti, M., Souza, G. H. M. F., Astarita, G., Costa, I. C. R., Monteiro, T. V. C., Teixeira, C. M. L. L., Eberlin, M. N., & Sarpal, A. S. (2019) · Analytical Chemistry · doi:10.1021/acs.analchem.9b02172 · Cited by 15 · see citing works
- Authors
- Anastyuk, S. D., Shevchenko, N. M., Nazarenko, E. L., Dmitrenok, P. S., & Zvyagintseva, T. N.
- Affiliations
- Russian Academy of Sciences (RU)
- Corresponding author
- Anastyuk, Stanislav D.
- Venue
- Carbohydrate Research
- Publisher
- Elsevier BV
- Published
- 2009-04
- Volume
- 344
- Issue
- 6
- Pages
- 779-787
- ISSN
- 0008-6215 (ISSN-L)
- OpenAlex
- W2171423770
- Cited by
- 96
- References
- 27
- Citations by year
- 2026: 4 · 2025: 1 · 2024: 4 · 2023: 3 · 2022: 4 · 2021: 5 · 2020: 4 · 2019: 7 · 2018: 4 · 2017: 6 · 2016: 6 · 2015: 8 · 2014: 7 · 2013: 14 · 2012: 6
- FWCI
- 9.56
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Carbohydrate Research (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Russian Foundation for Basic Research
- Far East Branch, Russian Academy of Sciences
- Russian Academy of Sciences
- Topics
- Life Sciences › Agricultural and Biological Sciences › Aquatic Science › Seaweed-derived Bioactive Compounds
- Life Sciences › Agricultural and Biological Sciences › Food Science › Polysaccharides Composition and Applications
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Polysaccharides and Plant Cell Walls
- Keywords
- fucoidan, Fucus evanescens, sulfated polysaccharides, glucuronic acid, brown algae polysaccharides
- MeSH terms
- Phaeophyceae, Carbohydrate Sequence, Molecular Sequence Data, Polysaccharides, Molecular Structure, Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization, Spectrometry, Mass, Electrospray Ionization, Tandem Mass Spectrometry
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review