Carrageenan
Part 6. Polysaccharides
Dr. Ir. Fred van de Velde,
Dr. Gerhard A. De Ruiter,
Dr. Ir. Fred van de Velde
- [email protected]
- +31-318-659-582 | Fax: +31-318-650-400
Wageningen Centre for Food Sciences and TNO Nutrition and Food Research Institute, Carbohydrate Technology Department, present address NIZO food research, PO Box 20, Ede, The Netherlands, 6710 BA
Search for more papers by this authorDr. Gerhard A. De Ruiter
- [email protected]
- +31-318-659-636 | Fax: +31-318-650-400
NIZO food research, Product Technology Department, PO Box 20, Ede, The Netherlands, 6710 BA
Search for more papers by this authorDr. Ir. Fred van de Velde,
Dr. Gerhard A. De Ruiter,
Dr. Ir. Fred van de Velde
- [email protected]
- +31-318-659-582 | Fax: +31-318-650-400
Wageningen Centre for Food Sciences and TNO Nutrition and Food Research Institute, Carbohydrate Technology Department, present address NIZO food research, PO Box 20, Ede, The Netherlands, 6710 BA
Search for more papers by this authorDr. Gerhard A. De Ruiter
- [email protected]
- +31-318-659-636 | Fax: +31-318-650-400
NIZO food research, Product Technology Department, PO Box 20, Ede, The Netherlands, 6710 BA
Search for more papers by this authorAbstract
- Introduction
- Historical Outline
- Chemical Structure
- General Description
- Molecular Structure
- Occurrence
- Physiological Function
- Chemical Analysis
- Isolation and Fractionation
- Isolation
- Fractionation
- Separation of Low-molecular-mass Fractions
- Infrared Spectroscopy
- Nuclear Magnetic Resonance Spectroscopy
- Chromatographic Analysis
- Molecular Mass Determination
- Sulfate Content
- Monosaccharide Composition
- Glycosidic Linkage Analysis
- Isolation and Fractionation
- Biosynthesis
- Extracellular Biodegradation
- Enzymology of Degradation
- Genetic Basis of Degradation
- Production
- Seaweed Harvesting
- Seaweed Farming
- Manufacturing
- Modified Carrageenan Functionalities
- Current World Market
- Companies Producing Carrageenan
- Properties
- Physical Properties
- Solubility
- Coil-helix Transitions
- Viscosity
- Gelation
- Synergism with Gums
- Interaction with Proteins
- Chemical Properties
- Safety
- Physical Properties
- Applications
- Technical Applications
- Medical Applications
- Excipient Applications in Drugs
- Personal Care and Household
- Agriculture
- Food Application
- Other Applications
- Relevant Patents
- Current Problems and Limitations
- Outlook and Perspectives
References
- Amimi, A., Mouradi, A., Givernaud, T., Chiadmi, N., Lahaye, M. (2001) Structural analysis of Gigartina pistillata carrageenans (Gigartinaceae, Rhodophyta), Carbohydr. Res. 333, 271–279.
- Barbeyron, T., Henrissat, B., Kloareg, B. (1994) The gene encoding the kappa-carrageenase of Alteromonas carrageenovora is related to beta-1,3-1,4-glucanases, Gene 139, 105–109.
- Barbeyron, T., Gerard, A., Potin, P., Henrissat, B., Kloareg, B. (1998a) The kappa-carrageenase of the marine bacterium Cytophaga drobachiensis. Structural and phylogenetic relationships within family-16 glycoside hydrolases, Mol. Biol. Evol. 15, 528–537.
- Barbeyron, T., Henrissat, B., Kloareg, B., Potin, P., Richard, C., Yvin, J. C. (1998b) Glycosylhydrolase genes and their use for producing enzymes for the biodegradation of carrageenans, World patent application: WO9815617.
- Barbeyron, T., Flament, D., Michel, G., Potin, P., Kloareg, B. (2001) The sulphated-galactan hydrolases, agarases and carrageenases: structural biology and molecular evolution, Cah. Biol. Mar. 42, 169–183.
- Beck, G. M., Neau, S. H., Holder, A. J., Hemenway, J. N. (2000) Evaluation of quantitative structure property relationships necessary for enantioresolution with lambda- and sulfobutylether lambda-carrageenan in capillary electrophoresis, Chirality 12, 688–696.
- Bellion, C., Hamer, G. K. (1981) Analysis of kappa-iota hybrid carrageenans with kappa-carrageenase, iota-carrageenase and 13C NMR, in: Proceedings of the Xth Int. Seaweed Symp, ( T. Levring, Ed.), Berlin: de Gruyter, 379–384.
- Bellion, C., Hamer, G. K., Yaphe, W. (1982) The degradation of Eucheuma spinosum and Eucheuma cottonii carrageenans by ι-carrageenases and κ-carrageenases from marine bacteria, Can. J. Microbiol. 28, 874–880.
- Bellion, C., Brigand, G., Prome, J.-C., Bociek, D. W. S. (1983) Identification et caractérisation des précurseurs diologiques des carraghénanes par spectroscopie de RMN-13C, Carbohdr. Res. 119, 31–48.
- Bixler, H. J. (1996) Recent developments in manufacturing and marketing carrageenan, Hydrobiologia 326/327, 35–57.
- Bouarab, K., Potin, P., Correa, J., Kloareg, B. (1999) Sulfated oligosaccharides mediate the interaction between a marine red alga and its green algal pathogenic endophyte, Plant Cell 11, 1635–1650.
- Chibata, I., Tosa, T., Takata, I. (1979) Immobilized catalytically active substance and method of preparing the same, US Patent No. 4,138,292.
- Chiovitti, A., Bacic, A., Kraft, G. T., Craik, D. J., Liao, M.-L. (1999) Pyruvated carrageenans from Solieria robusta and its adelphoparasite Tikvahiella candida, Hydrobiologia 398/399, 401–409.
- Chopin, T., Whalen, E. (1993) A new and rapid method for carrageenan identification by FT IR diffuse reflectance spectroscopy directly on dried, ground algal material, Carbohydr. Res. 246, 51–59.
- Ciancia, M., Matulewicz, M. C., Finch, P., Cerezo, A. S. (1993) Determination of the structures of cystocarpic carrageenans from Gigartina skottsbergii by methylation analysis and NMR spectroscopy, Carbohydr. Res. 238, 241–248.
- Correa-Diaz, F., Aguilar-Rosas, R., Aguilar-Rosas, L. E. (1990) Infrared analysis of eleven carrageenophytes form Baja California, Mexico, Hydrobiologia 204/205, 609–614.
- Craigie, J. S. (1990) Cell walls, in: Biology of the Red Algae ( K. M. Cole, R. G. Sheath, Ed.), Cambridge: Cambridge University Press, 221–257.
- Dea, I. C. M., Morrison, A. (1975) Chemistry and interactions of seed galactomannans, in: Advances in Carabohydrate Chemistry and Biochemistry ( R. S. Tipson, D. Horton, Ed.), New York: Academic Press, 241–312.
- De Ruiter, G. A., Rudolph, B. (1997) Carrageenan biotechnology, Trends Food Sci. Technol. 8, 389–395.
- De Ruiter, G., Richard, O., Rudolph, B., Genicot, S., Kloareg, B., Penninkhof, B., Potin, P. (2000) Sulfohydrolases, corresponding amino acid and nucleotide sequences, sulfohydrolase preparations, processes, and products thereof, World patent application: WO0068395.
- Falshaw, R., Furneaux, R. (1994) Carrageenan from the tetrasporic stage of Gigartina decipiens (Gigartinaceae, Rhodophyta), Carbohydr. Res. 252, 171–182.
- FAO (1992) Compendium of Food Additive Specifications. Rome: FAO/WHO Joint Expert Committee on Food Additives, Food and Agricultural Organization of the United Nations.
- Genicot, S., Richard, O., Crépineau, F., Boyen, C., Penninkhof, B., Potin, P., Rousvoal, S., Rudolph, B., Kloareg, B. (2000) Purification and cloning of polysaccharide-modifying enzymes from marine algae, in: Polymerix 2000 ( R. Conanec, Ed.), Centre de Biotechnologies en Bretagne, 157–163.
- Gretz, M. R., Mollet, J.-C., Falshaw, R. (1997) Analysis of red algal extracellular matrix polysaccharides, in: Techniques in Glycobiology ( R. R. Townsend, A. T. Hotchkiss, Ed.), New York: Marcel Dekker, 613–628.
- Guiseley, K. B., Stanley, N. F., Whitehouse, P. A. (1980) Carrageenan, in: Handbook of Water-Soluble Gums and Resins ( R. L. Davidson, Ed.), New York: McGraw-Hill, Chapter 5.
- Hansen, J. H., Larsen, H., Groendal, J. (2000) Carrageenan compositions and methods for their production, Patent Application US 6,063,915.
- Harding, S. E., Hill, S. E., Mitchell, J. R. (1995) Biopolymer mixtures, Nottingham University Press, Nottingham.
- Hermansson, A. M., Eriksson, E., Jordansson, E. (1991) Effects of potassium, sodium and calcium on the microstructure and rheological behavior of kappa-carrageenan gels, Carbohydr. Polym. 16, 297–320.
- Hoffmann, R. A., Russell, A. R., Gidley, M. J. (1996) Molecular weight distribution of carrageenans: characterisation of commercial stabilisers and effect of cation depletion on depolymerisation, in: Gums and Stabilisers for the Food Industry 8 ( G. O. Phillips, P. J. Williams, D. J. Wedlock, Ed.), Oxford: Oxford University Press, 137–148.
- Iborra, J. L., Manjón, A., Cánovas, M. (1997) Immobilization in carrageenans, in: Methods in Biotechnology ( G. F. Bickerstaff, Ed.), Totowa, NJ: Humana Press Inc, 53–60.
- Imeson, A. P. (2000) Carrageenan, in: Handbook of hydrocolloids ( G. O. Phillips, P. A. Williams, Ed.), Cambridge: Woodhead Publishing, 87–102.
- Jol, C. N., Neiss, T. G., Penninkhof, B., Rudolph, B., De Ruiter, G. A. (1999) A novel high-performance anion-exchange chromatographic method for the analysis of carrageenans and agars containing 3,6-anhydrogalactose, Anal. Biochem. 268, 213–222.
- Kapraun, D. F. (1999) Red algal polysaccharides industry: economics and research status at the turn of the century, Hydrobiologia 398/399, 7–14.
- Kloareg, B., Quantrano, R. S. (1988) Structure of the cell walls of marine algae and ecophysiological functions of the matrix polysaccharides, Oceanogr. Mar. Biol. Annu. Rev. 26, 259–315.
- Knutsen, S. H. (1992) Isolation and analysis of red algal galactans, University of Trondheim, Norway.
- Knutsen, S. H., Grasdalen, H. (1992) Analysis of carrageenans by enzymic degradation gel, filtration and 1H NMR spectroscopy, Carbohydr. Polym. 19, 199–210.
- Knutsen, S. H., Myslabodski, D. E., Larsen, B., Usov, A. I. (1994) A modified system of nomenclature for red algal galactans, Bot. Mar. 37, 163–169.
- Knutsen, S. H., Sletmoen, M., Kristensen, T., Barbeyron, T., Kloareg, B., Potin, P. (2001) A rapid method for the separation and analysis of carrageenan oligosaccharides released by iota- and kappa-carrageenase, Carbohydr. Res. 331, 101–106.
- Lahaye, M. (2001) Chemistry and physico-chemistry of phycocolloids, Cah. Biol. Mar. 42, 137–157.
- Michel, G., Chantalat, L., Duee, E., Barbeyron, T., Henrissat, B., Kloareg, B., Dideberg, O. (2001) The kappa-carrageenase of P. carrageenovora features a tunnel-shaped active site: A novel insight in the evolution of clan-B glycoside hydrolases, Structure 9, 513–525.
- Mori, T. (1943) The enzyme catalyzing the decomposition of mucilage of Chondrus ocellatus III. Purification, unit determination, and distribution of the enzyme, J. Agric. Chem. Soc. Jpn. 19, 740–742.
- Morris, E. R., Rees, D. A., Robinson, G. (1980) Cation-specific aggregation of carrageenan helices: domain model of polymer gel structure, J. Mol. Biol. 138, 349–362.
- Nakashima, H., Kido, Y., Kobayashi, N., Motoki, Y., Neushul, M., Yamamoto, N. (1987) Purification and characterization of an avian myeloblastosis and human immunodeficiency virus reverse transcriptase inhibitor, sulfated polysaccharides extracted from sea algae, Antimicrob. Agents Chemother. 31, 1524–1528.
- Neushul, M. (1990) Antiviral carbohydrates from marine red algae, Hydrobiologica 204/205, 99–104.
- O'Neill, A. N. (1955a) 3,6-Anhydro-d-galactose as a constituent of kappa-carrageenin, J. Am. Chem. Soc. 77, 2837–2839.
- O'Neill, A. N. (1955b) Derivatives of 4-O-beta-d-galactopyranosyl-3,6-anhydro-d-galactose form kappa-carrageenin, J. Am. Chem. Soc. 77, 6324–6326.
- Piculell, L. (1995) Gelling carrageenans, in: Food Polysaccharides and Their Applications ( A. M. Stephan, Ed.), New York: Marcel Dekker, 205–244.
- Potin, P., Richard, C., Barbeyron, T., Henrissat, B., Gey, C., Petillot, Y., Forest, E., Dideberg, O., Rochas, C., Kloareg, B. (1995) Processing and hydrolytic mechanism of the cgkA-encoded kappa-carrageenase of Alteromonas carrageenovora, Eur. J. Biochem. 228, 971–975.
- Potin, P., Bouarab, K., Kupper, F., Kloareg, B. (1999) Oligosaccharide recognition signals and defence reactions in marine plant-microbe interactions, Curr. Opin. Microbiol. 2, 276–283.
- Renn, D. (1997) Biotechnology and the red seaweed polysaccharide industry: status, needs and prospects, Trends Biotechnol. 15, 9–14.
- Roberts, M. A., Quemener, B. (1999) Measurement of carrageenans in food: challenges, progress, and trends in analysis, Trends Food Sci. Technol. 10, 169–181.
- Rudolph, B. (2000) Seaweed product: red algae of economic significance, in: Marine and Freshwater Products Handbook ( R. E. Martin, E. P. Carter, L. M. Davis, G. J. Flich, Ed.), Boca Raton, FL: CRC Press, 515–529.
- Santelices, B. (1999) A conceptual framework for marine agronomy, Hydrobiologia 398/399, 15–23.
- Schaeffer, D. J., Krylov, V. S. (2000) Anti-HIV activity of extracts and compounds from algae and cyanobacteria, Ecotoxicol. Environ. Saf. 45, 208–227.
- Smith, D. B., Cook, W. H. (1953) Fractionation of carrageenin, Arch. Biochem. Biophys. 232, 232–233.
- Smith, D. B., O'Neill, A. N., Perlin, A. S. (1955) Studies on the heterogeneity of carrageenin, Can. J. Chem. 32, 1352–1360.
- Snoeren, T. H. M., Payens, T. A. J. (1976) On the sol-gel transition in solutions of kappa-carrageenan, Biochim. Biophys. Acta 437, 264–272.
- Stancioff, D. J., Stanley, N. F. (1969) Infrared and chemical studies on algal polysaccharides, Proc. Intl. Seaweed Symp. 6, 595–609.
- Stevenson, T. T., Furneaux, R. H. (1991) Chemical methods for the analysis of sulphated galactans from red algae, Carbohydr. Res. 210, 277–298.
- Stortz, C. A., Cerezo, A. S. (1992) The 13C NMR spectroscopy of carrageenans: calculation of chemical shifts and computer-aided structural determination, Carbohydr. Polym. 18, 237–242.
- Stortz, C. A., Bacon, C. E., Cherniak, R., Cerezo, A. S. (1994) High-field NMR spectroscopy of cystocarpic and tetrasporic carrageenans form Iridaea undulosa, Carbohydr. Res. 261, 317–326.
- Tako, M., Nakamura, S. (1986) Indicative evidence for a conformational transition in kappa-carrageenan from studies of viscosity-shear rate dependence, Carbohydr. Res. 155, 200–205.
- Tako, M., Nakamura, S., Kohda, Y. (1987) Indicative evidence for a conformational transitions in iota-carrageenan, Carbohydr. Res. 161, 247–255.
-
Therkelsen, G. H.
(1993)
Carrageenan, in: Industrial Gums: Polysaccharides and Their Derivatives ( R. L. Whistler, J. N. BeMiller, Ed.), San Diego, CA: Academic Press,
145–180.
10.1016/B978-0-08-092654-4.50011-5 Google Scholar
- Troell, M., Rönnbäck, P., Halling, C., Kautsky, N., Buschmann, A. (1999) Ecological engineering in aquaculture: use of seaweeds for removing nutrients from intensive marineculture, J. Appl. Phycol. 11, 89–97.
- Tseng, C. K. (1945) The terminology of seaweed colloids, Science 101, 597–602.
- Turquois, T., Acquistapace, S., Arce-Vera, F., Welti, D. H. (1996) Composition of carrageenan blends inferred from 13C-NMR and infrared spectroscopy, Carbohydr. Polym. 31, 269–278.
-
Usov, A. I.,
Yarotsky, S. V.,
Shashkov, A. S.
(1980)
13C-NMR spectroscopy of red algal galactans,
Biopolymers 19,
977–990.
10.1002/bip.1980.360190504 Google Scholar
- Usov, A. I. (1998) Structural analysis of red seaweed galactans of agar and carrageenan groups, Food Hydrocolloids 12, 301–308.
- VandeVelde, F., Peppelman, H. A., Rollema, H. S., Tromp, R. H. (2001) On the structure of kappa/iota-hybrid carrageenans, Carbohydr. Res. 331, 271–283.
- Viebke, C., Williams, P. A. (2000) Determination of molecular mass distribution of kappa-carrageenan and xanthan using asymmetrical flow field-flow fractionation, Food Hydrocolloids 14, 265–270.
- Weiner, M. L. (1991) Toxicological properties of carrageenan, Agents Actions 32, 46–51.
- Wong, K. F., Craigie, J. S. (1978) Sulfohydrolase activity and carrageenan biosynthesis in Chondrus crispus (Rhodophyceae), Plant Physiol. 61, 663–666.
- Yaphe, W., Baxter, B. (1955) The enzymatic hydrolysis of carrageenan, Appl. Microbiol. 3, 380–383.
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