Abstract
Carrageenans are sulfated galactan isolated from marine red algae with different disaccharide forms. There are also some hybrid carrageenan-like oligomers, which are reported to possess a number of bioactivities. Here, we describe a method to study the structural characterization of a carrageenan-like sulfated galactan FB1 extracted from the red seaweed Furcellaria lumbricalis. We show the process of the general analysis of FB1, including the molecular weight, sulfate content, total sugar content, protein content, and 3,6-anhydrogalactose (3,6-AnG) content analyses. The fine structure identification methods, including desulfation and methylation, nuclear magnetic resonance (NMR), and electrospray ionization collision induced dissociation tandem mass spectrometry (ES-CID-MS/MS), are also described in detail.
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References
Yang B, Yu GL, Zhao X et al (2011) Structural characterisation and bioactivities of hybrid carrageenan-like sulphated galactan from red alga Furcellaria lumbricalis. Food Chem 124:50–57
De Ruiter GA, Rudolph B (1997) Carrageenan biotechnology. Trends Food Sci Technol 8:389–395
Usov AI (1998) Structural analysis of red seaweed galactans of agar and carrageenan groups. Food Hydrocolloid 12:301–308
Wang W, Zhang P, Hao C et al (2011) In vitro inhibitory effect of carrageenan oligosaccharide on influenza A H1N1 virus. Antivir Res 92:237–246
Kalitnik AA, Byankina Barabanova AO, Nagorskaya VP et al (2013) Low molecular weight derivatives of different carrageenan types and their antiviral activity. J Appl Phycol 25:65–72
Jin Z, Han YX, Han XR (2013) Degraded iota-carrageenan can induce apoptosis in human osteosarcoma cells via the Wnt/β-catenin signaling pathway. Nutr Cancer 65:126–131
Yuan H, Song J, Li X et al (2006) Immunomodulation and antitumor activity of kappa-carrageenan oligosaccharides. Cancer Lett 243:228–234
Yermak IM, Barabanova AO, Aminin DL et al (2012) Effects of structural peculiarities of carrageenans on their immunomodulatory and anticoagulant activities. Carbohyd Polym 87:713–720
Bravo R, Arimon M, Valle-Delgado JJ et al (2008) Sulfated polysaccharides promote the assembly of amyloid β(1-42) peptide into stable fibrils of reduced cytotoxicity. J Biol Chem 283:32471–32483
Yu GL, Yang B, Ren WN et al (2007) A comparative analysis of four kinds of polysaccharides purified from Furcellaria lumbricalis. J Ocean Univ Chin 6:16–20
Dubois M, Gilles KA, Hamilton JK et al (1956) Colorimetric method for determination of sugars and related substances. Anal Chem 28:350–356
Dodgson KS, Price RG (1962) A note on the determination of the ester sulphate content of sulphated polysaccharides. Biochem J 84:106–110
Lowry OH, Rosebrough NJ, Farr AL et al (1951) Protein measurement with the Folin phenol reagent. J Biol Chem 193:265–275
Arsenault GP, Yaphe W (1965) Effect of acetaldehyde, acetic acid and ethanol on the resorcinol test for fructose. Anal Biochem 13:133–142
Weller CT (2010) Carbohydrates studied by NMR. In: Lindon J (ed) Encyclopedia of spectroscopy and spectrometry, 2nd edn. Elsevier, Amsterdam, pp 204–211
Kolender AA, Matulewicz MC (2004) Desulfation of sulfated galactans with chlorotrimethylsilane. Characterization of β-carrageenan by 1H NMR spectroscopy. Carbohydr Res 339:1619–1629
Hakomori S (1964) A rapid permethylation of glycolipid, and polysaccharide catalyzed by methylsulfinyl carbanion in dimethyl sulfoxide. J Biochem 55:205–208
Yu GL, Zhao X, Yang B et al (2006) Sequence determination of sulfated carrageenan-derived oligosaccharides by high-sensitivity negative-ion electrospray tandem mass spectrometry. Anal Chem 78:8499–8505
Yang B, Yu GL, Zhao X et al (2009) Mechanism of mild acid hydrolysis of galactan polysaccharides with highly ordered disaccharide repeats leading to a complete series of exclusively odd-numbered oligosaccharides. FEBS J 276:2125–2137
Acknowledgements
This research is supported in part by Special Fund for Marine Scientific Research in the Public Interest (201005024), National Science & Technology Support Program of China (2013BAB01B02), and the NSFC-Shandong Joint Fund for Marine Science Research Centers (U1406402). It is based on a collaborative research supported by Ocean Nutrition Canada Ltd. and the Atlantic Canada Opportunity Agency (ACOA), funded through the PEI Food Technology Center.
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Lv, Y., Yang, B., Zhao, X., Zhang, J., Yu, G. (2015). Structural Characterization of a Hybrid Carrageenan-Like Sulfated Galactan from a Marine Red Alga Furcellaria lumbricalis . In: Stengel, D., Connan, S. (eds) Natural Products From Marine Algae. Methods in Molecular Biology, vol 1308. Humana Press, New York, NY. https://doi.org/10.1007/978-1-4939-2684-8_21
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DOI: https://doi.org/10.1007/978-1-4939-2684-8_21
Publisher Name: Humana Press, New York, NY
Print ISBN: 978-1-4939-2683-1
Online ISBN: 978-1-4939-2684-8
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