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Structural Features and Anti-coagulant Activity of the Sulphated Polysaccharide SPS-CF from a Green Alga Capsosiphon fulvescens

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Abstract

Previously, we reported that the sulphated polysaccharides (SPS)-CF, a water-soluble polysaccharide isolated and purified from Korean green alga Maesaengi (Capsosiphon fulvescens, Chlorophyta), is a glucuronogalactomannan based mainly on the monosaccharide composition determined by high-performance liquid chromatography (HPLC) analysis after 1-phenyl-3-methyl-5-pyrazolone (PMP) labelling of sugars in the acid (trifluoroacetic acid (TFA)) hydrolyzates of SPS-CF, which showed mannose (55.4 mol %), galactose (25.3 mol %) and glucuronic acid (16.3 mol %) as major sugars (Na et al., Int Immunopharmacol 10:364–370, 2010). However, the results of the present study re-performed for monosaccharide composition of this polysaccharide using, in addition to HPLC of PMP-labelled sugars, other separation methods, i.e. high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD), gas chromatography with flame ionising detection (GC-FID) and thin-layer chromatography (TLC), clearly demonstrated that the most prominent neutral monosaccharides of SPS-CF are xylose (38.6–49.4 mol %) and rhamnose (39.6–45 mol %), while mannose and galactose are present at a much lesser extent or in negligible amount. These extensive monosaccharide analyses, correlation nuclear magnetic resonance (NMR), electrospray ionization mass spectrometry (ESI-MS) and matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) measurements confirmed the sulphated glucuronorhamnoxylan (ulvan) type of SPS-CF polysaccharide, whose backbone is composed of alternating sequence of 4-linked l-rhamnose-3-sulphate and d-xylose residues (ulvobiose U3s) carrying monomeric d-glucuronic acid or d-glucuronic acid-3-sulphate on O-2 of some l-rhamnose-3-sulphate units as the side chains. The SPS-CF exhibited significant in vitro anti-coagulant activity by which the activated partial thromboplastin time (aPTT) and thrombin time (TT) were significantly prolonged. The results of this study demonstrated that the ulvan SPS-CF isolated from Korean Maesaengi C. fulvescens can be considered a potential anti-coagulant agent.

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Acknowledgements

This study was supported by the Ministry of Education of the Czech Republic (Project CEZ: MSM6046137305), the Slovak Scientific Grant Agency (VEGA No. 2/0018/15) and by the Gyeonggi-do Regional Research Centre (GRRC) programme at the Catholic University of Korea and partly by the Research Fund 2012 of the Catholic University of Korea, for which the authors are thankful.

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    1. Department of Carbohydrate Chemistry and Technology, Institute of Chemical Technology in Prague, Technická 5, 166 28, Prague 6, Czech Republic

      Andriy Synytsya & Tomáš Taubner

    2. Department of Biotechnology and The Research Centre for Biopharmaceutical Lead Molecule (GRRC), The Catholic University of Korea, Bucheon, Gyeonggi-do, 420-743, Republic of Korea

      Doo Jin Choi, Ye Seul Na, Ji Won Choi, Chang Won Lee, Woo Jung Kim, Sung Min Kim, Jisun Lee & Yong Il Park

    3. Institute of Organic Chemistry and Biochemistry AS CR, Flemingovo sq. 2, 166 28, Prague 6, Czech Republic

      Radek Pohl

    4. Institute of Chemistry, Centre for Glycomics, Slovak Academy of Sciences, Dúbravská cesta 9, 845 38, Bratislava, Slovakia

      Peter Capek & Erika Lattová

    5. Department of Pharmaceutical Science, Gachon University, Yeonsu-gu, Incheon, 406-799, Republic of Korea

      Jae Kweon Park

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    Andriy Synytsya and Doo Jin Choi contributed equally to this work.

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    Synytsya, A., Choi, D.J., Pohl, R. et al. Structural Features and Anti-coagulant Activity of the Sulphated Polysaccharide SPS-CF from a Green Alga Capsosiphon fulvescens . Mar Biotechnol 17, 718–735 (2015). https://doi.org/10.1007/s10126-015-9643-y

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