Skip to main content
Log in

Monthly changes in the content and monosaccharide composition of fucoidan from Undaria pinnatifida (Laminariales, Phaeophyta)

  • Published:
Journal of Applied Phycology Aims and scope Submit manuscript

Abstract

Crude fucoidan was extracted from the brown alga Undaria pinnatifida collected monthly from April to last July in Peter the Great Bay (Japan Sea, Russia). The amount of crude fucoidan rose markedly from April to June–July (from 3.2 to 16.0% dry weight) as the plant matures. An analysis of the monosaccharide composition of the fucoidan extracted showed that the alga synthesized polysaccharides with various structures which were dependent on the algae age. In juvenile plants collected in April–May, this was represented by sulfated manno-galactofucan containing up to 19–28 mol% of mannose and about 20 mol% of galactose, whereas in matured plants collected in June–July, the polysaccharide was represented by a sulfated galactofucan containing more than 38 mol% galactose. It is postulated that the production of sori causes a subsequent effect on fucoidan synthesis and leads to an enhanced of crude fucoidan content and an increased molar concentration of galactose. Crude fucoidan content in sporophylls increased 5 times, and galactose content in this polysaccharide rose s1.6 times with sori formation. The structural characteristics of the fucoidan extracted from sporophylls of Undaria collected in July were also studied. The fractionation of crude fucoidan on DEAE-Sephadex A-25 gave two fractions, F1 and F2 in equal quantities. F1 was characterized as manno-galactofucan sulfate and F2 was galactofucan sulfate. The molecular weights of both fractions were in a range of 30–80 kDa. Analysis of fucoidan structure using ESI-FTICR mass spectrometry showed the presence of mixed oligosaccharides consisting of fucose and galactose. Presumably, the polysaccharide molecules contain blocks built up of successively linked residues of fucose and galactose. These blocks are built from two to five or more residues of monosaccharides. According to IR-spectroscopy data, the main portion of sulfates is located at C2; in addition, sulfate esters are also present at C4 on the fucose and C3 and C6 of the galactose units.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  • Aguilar-Rosas R, Aguilar-Rosas LE, Avila-Serrano G, Marcos-Ramirez R (2004) First record of Undaria pinnatifida (Harvey) Suringar (Laminariales, Phaeophyta) on the Pacific coast of Mexico. Bot Mar 47:255–258. doi:10.1515/BOT.2004.028

    Article  Google Scholar 

  • Apoya M, Ogawa H, Nanba N (2002) Alginate content of farmed Undaria pinnatifida (Harvey) Suringar from the three bays of Iwate, Japan during harvest period. Bot Mar 45:445–452. doi:10.1515/BOT.2002.045

    Article  CAS  Google Scholar 

  • Berteau O, Mulloy B (2003) Sulfated fucans, fresh perspectives: structures, functions, and biological properties of sulfated fucans and an overview of enzymes active toward this class of polysaccharide. Glycobiology 13(6):29–40. doi:10.1093/glycob/cwg058

    Article  Google Scholar 

  • Blumenkrantz N, Asboe-Hansen G (1973) New method for quantitative determination of uronic acids. Anal Biochem 54:484–489. doi:10.1016/0003-2697(73)90377-1

    Article  CAS  PubMed  Google Scholar 

  • Casas GN, Piriz ML (1996) Surveys on Undaria pinnatifida (Laminariales, Phaeophyta) in Golfo Nuevo, Argentina. Hydrobiologia 326/327:213–215. doi:10.1007/BF00047809

    Article  Google Scholar 

  • Cecere E, Petrocelli A, Saracino OD (2000) Undaria pinnatifida (Fucophyceae, Laminariales) spread in the central Mediterranean: it occurrence in the Mar Piccolo of Taranto (Ionian Sea, southern Italy). Cryptogam Algol 21:305–309. doi:10.1016/S0181-1568(00)00113-6

    Article  Google Scholar 

  • Chaubet F, Chevolot L, Jozefonvicz J, Durand P, Boisson-Vidal C (2000) Relationships between chemical characteristics and anticoagulant activity of low molecular weight fucans from marine algae. In: Paulsen BS (ed) Bioactive Carbohydrate Polymers. Kluwer, Netherlands, pp 59–84

    Google Scholar 

  • Chevolot L, Foucault A, Chaubet F, Kervarec N, Sinquin C, Fisher AM, Boisson-Vidal C (1999) Further data on the structure of brown seaweed fucans: relationships with anticoagulant activity. Carbohydr Res 319:154–165. doi:10.1016/S0008-6215(99)00127-5

    Article  CAS  PubMed  Google Scholar 

  • Dodgson KS (1961) Determination of inorganic sulphate in studies on the enzymatic and non-enzymatic hydrolysis of carbohydrate and other sulphate esters. Biochem J 78(2):312–319

    CAS  PubMed  Google Scholar 

  • Dubois M, Gilles KA, Hamilton JK (1956) Colorimetric method for determination of sugars and related substances. Anal Chem 28:350356. doi:10.1021/ac60111a017

    Article  Google Scholar 

  • Evans LV, Simpson M, Callow ME (1973) Sulphated polysaccharide synthesis in brown algae. Planta 110:237–252. doi:10.1007/BF00387636

    Article  CAS  Google Scholar 

  • Fitton JH (2005) Fucoidans: healthful saccharides from the sea. GlycoScience Nutr 6(1):1–6

    Google Scholar 

  • Fitton HJ, Dragar C (2006) Method and composition for the treatment of a viral infection. United States Patent 7056520. http://www.freepatentsonline.com/7056520.html Accessed 24 August 2008.

  • Fletcher RL, Manfredi C (1995) The occurrence of Undaria pinnatifida (Phaeophyceae, Laminariales) on the south coast of England. Bot Mar 38:355–358

    Article  Google Scholar 

  • Hay CH, Luckens PA (1987) The Asian kelp Undaria pinnatifida (Phaeophyta: Laminariales) found in a New Zealand harbour. NZ J Bot 25:329–332

    Google Scholar 

  • Hemmingson JA, Falshaw R, Furneaux RH, Thompson K (2006) Structure and antiviral activity of the galactofucan sulfates extracted from Undaria pinnatifida (Phaeophyta). J Appl Phycol 18:185–193. doi:10.1007/s10811-006-9096-9

    Article  CAS  Google Scholar 

  • Honya M, Mori H, Anzai M, Araki Y, Nishizawa K (1999) Monthly changes in the content of fucans, their constituent sugars and sulphate in cultured Laminaria japonica. Hydrobiologia 398/399:411–416. doi:10.1023/A:1017007623005

    Article  CAS  Google Scholar 

  • Hu JF, Geng MY, Zhang JT, Jiang HD (2001) An in vivo study of the structure–activity relations of sulfated polysaccharide from brown algae to its antioxidant effect. J Asian Nat Prod Res 3:353–358. doi:10.1080/10286020108040376

    Article  CAS  PubMed  Google Scholar 

  • Kloareg B, Quatrano RS (1988) Structure of the cell walls of marine algae and ecophysiological functions of the matrix polysaccharides. Oceanogr Mar Biol Annu Rev 26:259–315

    Google Scholar 

  • Lee JB, Hayashi K, Hashimoto M, Nakano T, Hayashi T (2004) Novel antiviral fucoidan from sporophyll of Undaria pinnatifida (Mekabu). Chem Pharm Bull (Tokyo) 52:1091–1094. doi:10.1248/cpb.52.1091

    Article  CAS  Google Scholar 

  • Le Tutour B, Benslimane F, Gouleau MP, Gouygou JP, Saadan B, Quemeneur F (1998) Antioxidant and pro-oxidant activities of the brown algae, Laminaria digitata, Himanthalia elongata, Fucus vesiculosus, Fucus serratus and Ascophyllum nodosum. J Appl Phycol 10:121–129. doi:10.1023/A:1008007313731

    Article  Google Scholar 

  • Lobban CS, Harrison PJ, Duncan MJ (1985) Morphogenesis. In: Lobban CS, Harrison PJ, Duncan MJ (eds) The physiological ecology of seaweeds. Cambridge University Press, Cambridge, pp 188–208

    Google Scholar 

  • Lüning K (1988) Photoperiodic control of sorus formation in the brown alga Laminaria saccharina. Mar Ecol Prog Ser 45:137–144. doi:10.3354/meps045137

    Article  Google Scholar 

  • Mori H, Kamei H, Nishide E, Nishizawa K (1982) Sugar constituents of some sulfated polysaccharides from the sporophylls of wakame (Undaria pinnatifida) and their biological activities. Mar Algae Pharm Sci. 2:109–115

    Google Scholar 

  • Nimura K, Mizuta H (2001) Differences in photosynthesis and nucleic acid content between sterile and fertile parts of the sporophyte of Laminaria japonica (Phaeophyceae). Algae 16:151–155

    Google Scholar 

  • Nishino T, Aizu Y, Nagumo T (1991) The relationship between the molecular weight and the anticoagulant activity of two types of fucan sulfates from the brown seaweed Eclonia curome. Agric Biol Chem 55(3):791–796

    CAS  Google Scholar 

  • Ozawa T, Yamamoto J, Yamagishi T, Yamazaki N, Nishizawa M (2006) Two fucoidans in the holdfast of cultivated Laminaria japonica. J Nat Med 60:236–239. doi:10.1007/s11418-006-0046-2

    Article  CAS  Google Scholar 

  • Pearson GA, Brawley SH (1998) A model for signal transduction during gamete release in the fucoid alga Pelvetia compressa. Plant Physiol 118:305–313. doi:10.1104/pp.118.1.305

    Article  CAS  PubMed  Google Scholar 

  • Ponce NMA, Pujol CA, Damonte EB, Flores ML, Stortz CA (2003) Fucoidans from the brown seaweed Adenocystis utricularis: extraction methods, antiviral activity and structural studies. Carbohydr Res 338:153–165. doi:10.1016/S0008-6215(02)00403-2

    Article  CAS  PubMed  Google Scholar 

  • Sanderson JC (1990) A preliminary survey of the distribution of the introduced macroalgae Undaria pinnatifida (Harvey) Suringar on the east coast of Tasmania, Australia. Bot Mar 33:153–157

    Article  Google Scholar 

  • Shevchenko NM, Anastyuk SD, Gerasimenko NI, Dmitrenok PS, Isakov VV, Zvyagintseva TN (2007) Polysaccharide and lipid composition of the brown seaweed Laminaria gurjanovae. Russ J Bioorganic Chem 33:88–98. doi:10.1134/S1068162007010116

    Article  CAS  Google Scholar 

  • Skriptsova AV, Khomenko VA, Isakov VV (2004) Seasonal changes in growth rate, morphology, and alginate content in Undaria pinnatifida at the northern limit in the Sea of Japan (Russia). J Appl Phycol 16:17–21. doi:10.1023/B:JAPH.0000019049.74140.61

    Article  CAS  Google Scholar 

  • Usov AI, Smirnova GP, Klochkova NG (2005) Polisaccharidi vodorosley. 58. Polisaccharidniy sostav buroi vodorosli Alaria fistilosa P. et. R. (Alariaceae, Laminariales). Izvestia Academii Nauk. Seria Khimicheskaya 5:1245–1249. in Russian.

  • Van Patten MS, Yarish C (1993) Allocation of blade surface to reproduction in Laminaria longicruris in Long Island Sound (USA). Hydrobiologia 260/261:173–181. doi:10.1007/BF00049017

    Article  Google Scholar 

  • Waffenschmidt S, Jaenicke L (1987) Assay of reducing sugars in the nanomole range with 2,2′-bicinchoninate. Anal Biochem 165:337–340. doi:10.1016/0003-2697(87)90278-8

    Article  CAS  PubMed  Google Scholar 

  • Wallentinus I (1999) Undaria pinnatifida (Harvey) Suringar. In: Gollasch S, Minchin D, Rosenthal H, Voight M (eds) Case histories on introduced species: Their general biology, distribution, range expansion and impact. Department of Fishery Biology, Institute for Marine Science, University of Kiel, Germany, pp 13–19

    Google Scholar 

  • Xue CH, Fang Y, Lin H, Chen L, Li ZJ, Deng D, Lu CX (2001) Chemical characters and antioxidative properties of sulfated polysaccharides from Laminaria japonica. J Appl Phycol 13:67–70. doi:10.1023/A:1008103611522

    Article  CAS  Google Scholar 

  • Zaia J (2004) Mass spectrometry of oligosaccharides. Mass Spectrom Rev 23:161–227. doi:10.1002/mas.10073

    Article  CAS  PubMed  Google Scholar 

  • Zvyagintseva TN, Shevchenko NM, Chizhov AO, Krupnova TN, Sundukova EV, Isakov VV (2003) Water-soluble polysaccharides of some far-eastern brown seaweeds. Distribution, structure, and their dependence on the developmental conditions. J Exp Mar Biol Ecol 294(1):1–13. doi:10.1016/S0022-0981(03)00244-2

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was financial supported by Russian Foundation for Basic Research (projects № 06-04-39010; 09-04-00761), Far-East Branch of Russian Academy of Science (project № 09-III-A-06-212) and the program “Molecular and Cellular Biology” for Basic Research of the Presidium of Russian Academy of Science. The authors are also grateful to Dr. S.D. Anastyuk for help with mass spectra.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Anna V. Skriptsova.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Skriptsova, A.V., Shevchenko, N.M., Zvyagintseva, T.N. et al. Monthly changes in the content and monosaccharide composition of fucoidan from Undaria pinnatifida (Laminariales, Phaeophyta). J Appl Phycol 22, 79–86 (2010). https://doi.org/10.1007/s10811-009-9438-5

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10811-009-9438-5

Keywords

Navigation