Carrageenan


Carrageenan

Carrageenans or carrageenins (play /ˌkærəˈɡnənz/ karr-ə-ghee-nənz) are a family of linear sulfated polysaccharides that are extracted from red seaweeds. There are several varieties of carrageen used in cooking and baking. Kappa-carrageenan is used mostly in breading and batter due to its gelling nature. Lambda carrageenan is a non gelling variety that assists in binding, retaining moisture and in contributing to viscosity in sweet doughs. Iota carrageenan is used primarily in fruit applications and requires calcium ions to develop a heat-reversible and flexible gel.[1]

Gelatinous extracts of the Chondrus crispus seaweed have been used as food additives for hundreds of years.[2] Carrageenan is a vegetarian and vegan alternative to gelatin.

Contents

Properties

The molecular structures of different types of carrageenan.

Carrageenans are large, highly flexible molecules that curl forming helical structures. This gives them the ability to form a variety of different gels at room temperature. They are widely used in the food and other industries as thickening and stabilizing agents. A particular advantage is that they are pseudoplastic—they thin under shear stress and recover their viscosity once the stress is removed. This means that they are easy to pump but stiffen again afterwards.

All carrageenans are high-molecular-weight polysaccharides made up of repeating galactose units and 3,6 anhydrogalactose (3,6-AG), both sulfated and nonsulfated. The units are joined by alternating alpha 1-3 and beta 1-4 glycosidic linkages.

There are three main commercial classes of carrageenan:

  • Kappa forms strong, rigid gels in the presence of potassium ions; it reacts with dairy proteins. It is sourced mainly from Eucheuma cottonii.
  • Iota forms soft gels in the presence of calcium ions. It is produced mainly from Eucheuma spinosum.
  • Lambda does not gel, and is used to thicken dairy products. The most common source is Gigartina from South America.

The primary differences that influence the properties of kappa, iota, and lambda carrageenan are the number and position of the ester sulfate groups on the repeating galactose units. Higher levels of ester sulfate lower the solubility temperature of the carrageenan and produce lower strength gels, or contribute to gel inhibition (lambda carrageenan).

Many red algal species produce different types of carrageenans during their developmental history. For instance, the genus Gigartina produces mainly kappa carrageenans during its gametophytic stage, and lambda carrageenans during its sporophytic stage. See Alternation of generations.

All are soluble in hot water, but, in cold water, only the lambda form (and the sodium salts of the other two) are soluble.

When used in food products, carrageenan has the EU additive E-number E407 or E407a when present as "processed eucheuma seaweed", and is commonly used as an emulsifier. In parts of Scotland (where it is known as (An) Cairgean in Scottish Gaelic) and Ireland (variety used is Chondrus Crispus known in Irish Gaelic variously as carraigín [little rock], fiadháin [wild stuff], clúimhín cait [cat's puff], mathair an duilisg [mother of seaweeds], ceann donn [red head]), it is known as Carrageen Moss it is boiled in milk and strained, before sugar and other flavourings such as vanilla, cinnamon, brandy, or whisky are added. The end-product is a kind of jelly similar to pannacotta, tapioca, or blancmange. When iota carrageenan is combined with sodium stearoyl lactylate (SSL), a synergistic effect is created, allowing for stabilizing/emulsifying not obtained with any other type of carrageenan (kappa/lambda) or with other emulsifiers (mono and diglycerides, etc.). SSL combined with iota carrageenan is capable of producing emulsions under both hot and cold conditions using either vegetable or animal fat.

Production

Although carrageenans were introduced on an industrial scale in the 1930s, they were first used in China around 600 BC (where Gigartina was used) and in Ireland around 400 AD.[citation needed]

The largest producer currently is the Philippines, where cultivated seaweed produces about 80% of the world supply.[3] The most commonly used are E. cottonii (Kappaphycus alvarezii, K.striatum) and E. spinosum (Eucheuma denticulatum), which together provide about three-quarters of the world production. These grow from the sea surface to a depth of about 2 metres. The seaweed is normally grown on nylon lines strung between bamboo floats, and is harvested after three months or so, when each plant weighs around 1 kg.

The E. cottonii variety has been reclassified as Kappaphycus cottonii by Maxwell Doty (1988), thereby introducing the genus Kappaphycus, on the basis of the phycocolloids produced (namely kappa carrageenan).[citation needed]

After harvest, the seaweed is dried, baled, and sent to the carrageenan manufacturer. There the seaweed is ground, sifted to remove impurities such as sand, and washed thoroughly. After treatment with hot alkali solution (e.g., 5-8% potassium hydroxide), the cellulose is removed from the carrageenan by centrifugation and filtration. The resulting carrageenan solution is then concentrated by evaporation. It is dried and ground to specification.

There are three types of processing:

Semirefined

This is only performed using E. cottonii or E. spinosum. The raw weed is first sorted and crude contaminants are removed by hand. The weed is then washed to remove salt and sand, and then cooked in hot alkali to increase the gel strength. The cooked weed is washed, dried, and milled. E. spinosum undergoes a much milder cooking cycle, as it dissolves quite readily. The product is called semirefined carrageenan, Philippines natural grade or, in the USA, it simply falls under the common carrageenan specification.[4]

Refined

The essential difference in the refining process is that the carrageenan is dissolved and filtered to remove cell wall debris. The clear solution is then precipitated either by alcohol or by potassium chloride.[5]

Mixed processing

A hybrid technology in which weed is treated heterogeneously as in the semirefined process exists, but alcohol or high salt levels are used to inhibit dissolution. This process is often used on South American weeds and gives some of the cost benefits of semirefined processing, while allowing a wider range of weeds to be processed. However, the naturally low cellulose levels in some South American weeds allow them to be heterogeneously processed and still be sold under the EU refined specification.

Uses

Personal lubricant made from carrageenan.
  • Desserts, ice cream, cream, milkshakes, sweetened condensed milks, and sauces: gel to increase viscosity
  • Beer: clarifier to remove haze-causing proteins
  • Pâtés and processed meats (ham, e.g.): substitute for fat, increase water retention and increase volume, or improve sliceability
  • Toothpaste: stabilizer to prevent constituents separating
  • Fruit Gushers: ingredient in the encapsulated gel
  • Fire fighting foam: thickener to cause foam to become sticky
  • Shampoo and cosmetic creams: thickener
  • Air freshener gels
  • Marbling: the ancient art of paper and fabric marbling uses a carrageenan mixture on which to float paints or inks; the paper or fabric is then laid on it, absorbing the colors.
  • Shoe polish: gel to increase viscosity
  • Biotechnology: gel to immobilize cells/enzymes
  • Pharmaceuticals: used as an inactive excipient in pills/tablets
  • Soy milk: used to thicken, in an attempt to emulate the consistency of whole milk
  • Diet sodas: mouthfeel and suspend flavors
  • Pet food
  • Personal lubricants
  • Animal models of inflammation used to test analgesics (dilute lambda carrageenan solution (1–2%) injected subcutaneously causes swelling and pain)

Sexual lubricant and microbicide

Studies at the Laboratory of Cellular Oncology, National Cancer Institute, Bethesda, Maryland, United States of America suggest that carrageenans might function as a topical microbicide.

HSV

There are indications a carrageenan-based gel may offer some protection against HSV-2 transmission by binding to the receptors on the herpes virus, thus preventing the virus from binding to cells. Research has shown a carrageenan-based gel effectively prevented HSV-2 infection at a rate of 85% in a mouse model.[6] Some personal and condom lubricants are already made with carrageenan, and several of these products (such as Divine) were found to be potent HPV inhibitors in the study (though others that listed carrageenan in their ingredients were not).[7] See Herpes simplex: Polysaccharides

HPV

Laboratory studies have shown carrageenans are extremely potent inhibitors of HPV infection in vitro and in animal challenge models.[8] Clinical trial results announced at the 2010 International Papillomavirus Conference held in Montreal, Canada indicate a carrageenan-based personal lubricant called Carraguard is effective for preventing HPV infection in women.[9] The clinical results suggest the use of carrageenan-based personal lubricant products, such as Divine No 9 and BIOglide[10] may likewise be effective for preventing HPV infection.

HIV

A phase 3 clinical trial by the Population Council examined whether a carrageenan-based product known as Carraguard was effective as a topical microbicide for blocking HIV infection in women.[6] The trial ran from 2004 to 2007, with more than 4,000 South African women completing the study, but found no statistical difference in infection between those having used the lubricant and those not having used the lubricant.[11][12] The trial did provide information about usage patterns, however, and showed that the gel is safe at least—not increasing infection any more than the baseline or causing significant side-effects. As such, they expect to use it as a stable delivery vehicle for experimental antiretrovirals in future studies.

Concurrent studies in macaques found the same carrageenan gels used in clinical trials to be effective against SIV challenge. This was in direct contrast of in vitro findings, where the compound was found to enhance HIV and SIV infections in various assays. Although compliance was believed to be one issue in clinical versus animal trials, the high viscosity and controlled nature of animal-viral inoculations (atraumatic introduction of virus using a French catheter) may be why the latter animal study observed a positive outcome.[13]

Common cold

Clinical studies have shown carrageenans are also the first substances found to be active against common cold viruses (and not just the symptoms of the cold). Marinomed Biotechnologie, an Austrian company, conducted a study in 2010 showing that their nasal spray, which contains Carrageenan, was effective as a treatment against the viral cause (rather than the symptoms) of the common cold.[14]

Health concerns

The Joint FAO/WHO expert committee on food additives states that, "based on the information available, it is inadvisable to use carrageenan or processed eucheuma seaweed in infant formulas".[15] There is evidence from studies performed on rats, guinea pigs, and monkeys that indicates that degraded carrageenan (poligeenan) may cause ulcerations in the gastro-intestinal tract and gastro-intestinal cancer.[16] Poligeenan is produced from carrageenan subjected to high temperatures and acidity. The average carrageenan molecule weighs over 100,000 Da while poligeenans have a molecular weight of less than 50,000 Da. A scientific committee working on behalf of the European Commission has recommended that the amount of degraded carrageenan be limited to a maximum of 5% (which is the limit of detection) of total carrageenan mass. Upon testing samples of foods containing high molecular weight carrageens, researchers found no poligeenan.[17]

A recent publication[18] indicates that carrageenan induces inflammation in human intestinal epithelial cells in tissue culture through a BCL10-mediated pathway that leads to activation of NFkappaB and IL-8. Carrageenan may be immunogenic due to its unusual alpha-1,3-galactosidic link that is part of its disaccharide unit structure. Consumption of carrageenan may have a role in intestinal inflammation and possibly inflammatory bowel disease, since BCL10 resembles NOD2, mutations of which are associated with genetic proclivity to Crohn's Disease.

Carrageenan is reported to interfere with macrophage activity.[19][20][21]

See also

References

  1. ^ http://books.google.com/books?id=B81Wo5BTHGsC&pg=PT528&dq=kappa-carrageenan+baking&hl=en&ei=UVp6TYyqCYm-sAOBxJWEAw&sa=X&oi=book_result&ct=result&resnum=1&ved=0CDsQ6AEwAA#v=onepage&q=kappa-carrageenan%20baking&f=false
  2. ^ FAO Agar and Carrageenan Manual
  3. ^ http://www.philstar.com/nation/article.aspx?publicationsubcategoryid=67&articleid=726836
  4. ^ CyberColloids: E407 Specification Carrageenan, CyberColloids, Hydrocolloids research and development webpage.
  5. ^ CyberColloids: E407a Specification Procesed Eucheuma Seaweed, Hydrocolloids research and development webpage.
  6. ^ a b "Microbicides". Population Council. 23 August 2007. http://www.popcouncil.org/microbicides/index.html. Retrieved 2007-09-05. 
  7. ^ Buck, Christopher B; Cynthia D Thompson, Jeffrey N Roberts, Martin Müller, Douglas R Lowy, John T Schiller (2006). "Carrageenan Is a Potent Inhibitor of Papillomavirus Infection". PLoS Pathogens 2 (7): e69. doi:10.1371/journal.ppat.0020069. PMC 1500806. PMID 16839203. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1500806. 
  8. ^ Roberts, J.; Buck, C.; Thompson, C.; Kines, R.; Bernardo, M.; Choyke, P.; Lowy, D.; Schiller, J. (2007). "Genital transmission of HPV in a mouse model is potentiated by nonoxynol-9 and inhibited by carrageenan". Nature medicine 13 (7): 857–861. doi:10.1038/nm1598. PMID 17603495.  edit
  9. ^ Dianne Marais, Daniel Gawarecki, Naomi Rutenberg, Bruce Allan, Khatija Ahmed, Lydia Altini, Nazira Cassim, Felicity Gopolang, Margaret Hoffman and Anna-Lise Williamson. (2010). "Carraguard, a vaginal microbicide, protects women against HPV infection". 26th International Papillomavirus Conference, Montreal, Canada. http://www.hpvmedia.org/index.php?option=com_hpv&view=presentation&id=1110. 
  10. ^ Buck, C.; Thompson, C.; Roberts, J.; Müller, M.; Lowy, D.; Schiller, J. (2006). "Carrageenan is a potent inhibitor of papillomavirus infection". PLoS pathogens 2 (7): e69. doi:10.1371/journal.ppat.0020069. PMC 1500806. PMID 16839203. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1500806.  edit
  11. ^ "Trial Shows Anti-HIV Microbicide Is Safe, but does Not Prove it Effective". Population Council. 18 February 2008. http://www.popcouncil.org/mediacenter/newsreleases/Carraguard_Findings.html. Retrieved 2008-03-12. 
  12. ^ "Experimental Microbicide Carraguard Does Not Provide Protection Against HIV, Study Finds". kaisernetwork.org. 20 February 2008. http://www.kaisernetwork.org/Daily_reports/rep_index.cfm?DR_ID=50494. Retrieved 2008-03-12. 
  13. ^ [ Turville SG, Aravantinou M, Miller T, Kenney J, Teitelbaum A, et al. 2008 Efficacy of Carraguard-Based Microbicides In Vivo Despite Variable In Vitro Activity. PLoS ONE 3(9): e3162. doi:10.1371/journal.pone.0003162]
  14. ^ [ Eccles R, Meier C, Jawad M, Weinmüllner R, Grassauer A, Prieschl-Grassauer E (August 2010) “Efficacy and safety of an antiviral Iota-Carrageenan nasal spray: a randomized, double-blind, placebo-controlled exploratory study in volunteers with early symptoms of the common cold” Respiratory Research 2010, 11:108. http://respiratory-research.com/content/11/1/108]
  15. ^ Joint FAO/WHO Expert Committee on Food Additives
  16. ^ Review of harmful gastrointestinal effects of carrageenan in animal experiments J. K. Tobacman. Environ Health Perspect. (2001) 109(10):983
  17. ^ Opinion of the Scientific Committee on Food on Carrageenan, 5 March 2003
  18. ^ Carrageenan induces interleukin-8 production through distinct Bcl10 pathway in normal human colonic epithelial cells Borthakur A. et al. Am J Physiol Gastrointest Liver Physiol (2007) 292:G829–G838
  19. ^ Involvement of Macrophages in the Eradication of Established Metastases following Intravenous Injection of Liposomes Containing Macrophage Activators. Fidler, L.J, et. al, (1982) Cancer Research 42, 496-501
  20. ^ A re-evaluation of the role of macrophages in carrageenan-induced immunosuppression. V M Rumjanek,V.M, et. al. Immunology. 1977 September; 33(3): 423–432.
  21. ^ Spectrum and Possible Mechanism of Carrageenan Cytotoxicity. Phillip J. Catanzaro, P.J. et. al. Am J Pathol. 1971 August; 64(2): 387–404.

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Look at other dictionaries:

  • Carrageenan — Car ra*geen an, Carrigeenin Car ri*geen in, n. a colloidal material obtained from seaweed or Irish moss, used as an thickening or emulsifying agent and for stabilizing foods, cosmetics, and pharmaceuticals. [PJC] || …   The Collaborative International Dictionary of English

  • carrageenan — karageninas statusas T sritis chemija apibrėžtis Polisacharidas, susidedantis iš galaktozės ir galaktozės 4 sulfato. atitikmenys: angl. carrageenan; carrageenin rus. каррагенин …   Chemijos terminų aiškinamasis žodynas

  • carrageenan — or carrageenin noun Etymology: carrageen + 3 an or 1 in Date: circa 1889 a colloid extracted from various red algae (as Irish moss) and used especially as a stabilizing or thickening agent …   New Collegiate Dictionary

  • carrageenan — (= carrageenin) Sulphated cell wall polysaccharide found in certain red algae. Contains repeating sulphated disaccharides of galactose and (sometimes) anhydrogalactose. It is used commercially as an emulsifier and thickener in foods, and is also… …   Dictionary of molecular biology

  • carrageenan — /kar euh gee neuhn/, n. a colloidal substance extracted from seaweed, chiefly used as an emulsifying and stabilizing ingredient in foods, cosmetics, and pharmaceuticals. Also, carrageenin. [CARRAGEEN + an suffix of chemical compounds, here… …   Universalium

  • carrageenan — noun A food additive made from a purified extract of red seaweed, commonly used as a thickening agent. Syn: E407, thickener, stabiliser, gelling agent, emulsifier …   Wiktionary

  • Carrageenan — Car|ra|gee|nan [nach dem irischen Ort Carragheen], das; s, e; Syn.: Carragheenan, Florideenstärke: aus Rotalgen (Knorpeltang, Irisches Moos) isolierbare u. als Geliermittel, Suspendierhilfe u. Bindemittel brauchbare polymere Galaktosesulfate …   Universal-Lexikon

  • carrageenan — car·ra·geen·an or car·ra·geen·in .kar ə gē nən n a colloid extracted from various red algae and esp. Irish moss and used esp. as a suspending agent (as in foods) and as a clarifying agent (as for beverages) and in controlling crystal growth in… …   Medical dictionary

  • carrageenan — n. colloidal substance obtained from edible red seaweed (used in food products or industrial and pharmaceutical products as a thickening and stabilizing agent) …   English contemporary dictionary

  • carrageenan — [ˌkarə gi:nən] noun a carbohydrate extracted from carrageen and used as a thickening or emulsifying agent in food products …   English new terms dictionary


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