Cited by 110Polysaccharides Composition and ApplicationsSeaweed-derived Bioactive CompoundsPolysaccharides and Plant Cell Walls

Structural diversity in galactans from red seaweeds and its influence on rheological properties.

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Ciancia, Marina, Matulewicz, María Cristina, Tuvikene, Rando·2020·Frontiers in Plant Science

Abstract

Galactans are important components of many plant cell walls. Besides, they are the major polysaccharides in extracellular matrixes from different seaweeds, and other marine organisms, which have an acidic character due to the presence of sulfate groups in their structures. In particular, most of the red seaweeds biosynthesize sulfated galactans with very special linear backbones, constituted by alternating (13)--D-galactopyranose units (A-unit) and (14)--galactopyranose residues (B-unit). In the industrially significant seaweeds as source of hydrocolloids, B-units belong either to the D-series and they produce carrageenans (as in the order Gigartinales), or to the L-series, and they are sources of agarose and/or structurally related polymers (i.e., Gelidiales, Gracilariales). In both cases, the latter units appear as cyclized 3,6-anhydro--galactose in certain amounts, which can be increased by alkaline cyclization of -galactose 6-sulfate units. Besides, it has been clearly shown that some red algae produce different amounts of both galactan structures, known as D/L-hybrids. It is not yet clear if they comprise both diasteromeric types of units in the same molecule, or if they are mixtures of carrageenans and agarans that are very difficult to separate. It has been reported that the biosynthesis of these galactans, showing that the nucleotide transport for D-galactopyranose units is UDP-D-Gal, while for L-galactose, it is GDP-L-Gal, so, there is a different pathway in the biosynthesis of agarans. However, at least in those seaweeds that produce carrageenans as major galactans, but also agarans, both synthetic pathways should coexist. Another interesting characteristic of these galactans is the important variation in the sulfation patterns, which modulate their physical behavior in aqueous solutions. Although the most common carrageenans are of the κ/- and λ-types (with A-units sulfated at the 4- and 2-positions, respectively) and usually in agarans, when sulfated, is at the 6-position, many other sulfate arrangements have been reported, greatly influencing the functional properties of the corresponding galactans. Other substituents can modify their structures, as methyl ethers, pyruvic acid ketals, acetates, and single stubs of xylose or other monosaccharides. It has been shown that structural heterogeneity at some extent is essential for the proper functional performance of red algal galactans.

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  • Rhodophytes, predominantly species in the Gigartinales (e.g., Hypnea musciformis), produce carrageenan, which is widely used as a food additive.

    “Rhodophytes, predominantly species in the Gigartinales (e.g., Hypnea musciformis), also produce the compound carrageenan, which is widely used as a food additive (Tobacman, 2001;Ciancia et al., 2020).”

    From Novel Lethal Clostridial Infection in Florida Manatees (Trichechus manatus latirostris): Cause of the 2013 Unusual Mortality Event in the Indian River Lagoon (2022) · cites this paper as Ciancia et al., 2020

    The Carrageenans section says Hypnea musciformis produces large amounts of κ-carrageenan and places its family among the carrageenan-producing Gigartinales. The Concluding Remarks say carrageenans are produced in major quantities only by algae from that order. Our copy does not state that carrageenan is widely used as a food additive. (LLM, conf=0.85)

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  1. Amici E. Clark A. H. Normand V. Johnson N. B. (2002). Interpenetrating network formation in agarose–κ-carrageenan gel composites. Biomacromolecules 3, 466– 474. 10.1021/bm010157z 12005516 · DOI
  2. Anderson N. S. Dolan T. C. S. Rees D. A. (1973). Carrageenans. Part VII. Polysaccharides from Eucheuma spinosum and Eucheuma cottonii. The covalent structure of ι-carrageenan. J. Chem. Soc Perkin Trans. 1, 2173– 2176. 10.1039/P19730002173 4796665 · DOI
  3. Arminsén R. Gálatas F. (2009). “ Agar,” in Handbook of Hydrocolloids, 2nd Edition Eds. Phillips G. O. Williams P. A. (Cambridge, UK: Woodward Publishing Ltd), pp 82– pp107.
  4. Azevedo G. Hilliou L. Bernardo G. Sousa-Pinto I. Adams R. W. Nilsson M. (2013). Tailoring kappa/iota-hybrid carrageenan from Mastocarpus stellatus with desired gel quality through pre-extraction alkali treatment. Food Hydrocoll. 31, 94– 102. 10.1016/j.foodhyd.2012.10.010 · DOI
  5. Barabanova A. O. Tischenko I. P. Glazunov V. P. Yakovleva I. M. Solovyeva T. F. Zarubina N. V. (2010). Chemical composition of polysaccharides of the red alga Tichocarpus crinitus (Tichocarpaceae) from different sites of Peter de Great Bay, Sea of Japan. Russ. J. Mar. Biol. 36, 195– 200. 10.1134/S1063074010030053 · DOI
  6. Barber C. Rösti J. Rawat A. Findlay K. Roberts K. Seifert G. J. (2005). Distinct properties of the five UDP-d-glucose/ UDP-galactose 4-epimerase isoforms of Arabidopsis thaliana. J. Biol. Chem. 281, 17276– 17285. 10.1074/jbc.M512727200 16644739 · DOI
  7. Bellion C. Brigand G. Prome J. C. Bociek D. W. S. (1983). Identification et caractérisation des précurseurs biologiques des carraghénanes par spectroscopie de R.M.N.-13C. Carbohydr. Res. 119, 31– 48. 10.1016/0008-6215(83)84043-9 · DOI
  8. Bird C. Saunders G. McLachlan J. (1991). Biology of Furcellaria lumbricalis (Hudson) Lamouroux (Rhodophyta: Gigartinales), a commercial carrageenophyte. J. Appl. Phycol. 3, 61– 82. 10.1007/BF00003920 · DOI
  9. Bixler H. J. Johndro K. Falshaw R. (2001). Kappa-2 carrageenan: structure and performance of commercial extracts: II. Perform. Two Simulated Dairy App. Food Hydrocoll. 15, 619– 630. 10.1016/S0268-005X(01)00047-9 · DOI
  10. Brenner T. Tuvikene R. Cao Y. Fang Y. Rikukawa M. Price W. S. (2019). Hydrogen isotope replacement changes hydration and large scale structure, but not small scale structure, of agarose hydrogel networks. Eur. Phys. J. E 42, 53. 10.1140/epje/i2019-11816-9 31062106 · DOI
  11. Cáceres P. J. Carlucci M. J. Damonte E. B. Matsuhiro B. Zúñiga E. A. (2000). Carrageenans from chilean samples of Stenogramme interrupta (Phyllophoraceae): structural analysis and biological activity. Phytochemistry 53, 81– 86. 10.1016/S0031-9422(99)00461-6 10656412 · DOI
  12. Caffal K. H. Mohnen D. (2009). The structure, function, and biosynthesis of plant cell wall pectic polysaccharides. Carbohydr. Res. 344, 1879– 1900. 10.1016/j.carres.2009.05.021 19616198 · DOI · Paper page
  13. Canelón D. J. Ciancia M. Suárez A. I. Compagnone R. S. Matulewicz M. C. (2014). Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis. Carbohydr. Polym 101, 705– 713. 10.1016/j.carbpol.2013.09.089 24299829 · DOI
  14. Cao M. Liu X. Luan J. Zhang X. (2014). Characterization of physicochemical properties of carboxymethyl agar. Carbohydr. Polym. 111, 449– 455. 10.1016/j.carbpol.2014.04.036 25037374 · DOI
  15. Cases M. R. Stortz C. A. Cerezo A. S. (1992). Methylated, sulphated xylogalactans from the red seaweed Corallina officinalis. Phytochemistry 31, 3897– 3900. 10.1016/S0031-9422(00)97549-6 · DOI
  16. Cases M. R. Stortz C. A. Cerezo A. S. (1994). Structure of the ‘corallinans’, sulfated xylogalactans from Corallina officinalis. Int. J. Biol. Macromol. 16, 93– 97. 10.1016/0141-8130(94)90021-3 8011594 · DOI
  17. Chen Y. Liao M.-L. Dunstan D. E. (2002). The rheology of K+-κ-carrageenan as a weak gel. Carbohydr. Polym. 50, 109– 116. 10.1016/S0144-8617(02)00009-7 · DOI
  18. Chiovitti A. Liao M.-L. Kraft G. T. Munro S. L. A. Craik D. J. Bacic A. (1996). Cell wall polysaccharides from Australian red algae of the family Solariaceae (Gigartinales, Rhodophyta): Highly methylated carrageenans from the genus Rhabdonia. Bot. Mar. 39, 47– 59. 10.1515/botm.1996.39.1-6.47 · DOI
  19. Chiovitti A. Bacic A. Craik D. J. Munro S. L. A. Kraft G. T. Liao M.-L. (1997). Cell-wall polysaccharides from Australian red algae of the family Solieriaceae (Gigartinales, Rhodophyta): novel, highly pyruvated carrageenans from the genus Callophycus. Carbohydr. Res. 299, 229– 243. 10.1016/S0008-6215(97)00017-7 · DOI
  20. Chiovitti A. Bacic A. Craik D. J. Kraft G. T. Liao M.-L. Falshaw R. (1998a). A pyruvated carrageenan from Australian specimens of the red alga Sarconema filiforme. Carbohydr. Res. 310, 77– 83. 10.1016/S0008-6215(98)00170-0 · DOI
  21. Chiovitti A. Bacic A. Craik D. J. Munro S. L. A. Kraft G. T. Liao M.-L. (1998b). Carrageenans with complex substitution patterns from red algae of genus the Erythroclonium. Carbohydr. Res. 305, 243– 252. 10.1016/S0008-6215(97)00000-1 · DOI
  22. Chiovitti A. Bacic A. Craik D. J. Kraft G. T. Liao M.-L. (2004). A nearly idealized 60 -O-methylated ι-carrageenan from the Australian red alga Claviclonium ovatum (Acrotylaceae, Gigartinales). Carbohydr. Res. 339, 1459– 1466. 10.1016/j.carres.2004.03.019 15178388 · DOI
  23. Ciancia M. Cerezo A. S. (2010). “ D/L-hybrid galactans from red seaweeds: Do they really exist? Eds. Ryouichi Ito and Youta Matsuo,” in Handbook of Carbohydrate Polymers: Development, Properties and Applications, vol. 10 (New York, USA: Nova Science Publishers, Inc), 355– 391.
  24. Ciancia M. Matulewicz M. C. Finch P. Cerezo A. S. (1993a). Determination of the structures of cystocarpic carrageenans from Gigartina skottsbergii by methylation analysis and NMR spectroscopy. Carbohydr. Res. 238, 241– 248. 10.1016/0008-6215(93)87016-L 8431935 · DOI
  25. Ciancia M. Noseda M. D. Matulewicz M. C. Cerezo A. S. (1993b). Alkali-modification of carrageenans: Mechanism and kinetics in the kappa/iota-, mu/nu- and lambda-series. Carbohydr. Polym. 20, 95– 98. 10.1016/0144-8617(93)90083-G · DOI
  26. Correc G. Barabanova A. Tuvikene R. Truus K. Yermak I. Helbert W. (2012). Comparison of the structures of hybrid κ-/β-carrageenans extracted from Furcellaria lumbricalis and Tichocarpus crinitus. Carbohydr. Polym. 88, 31– 36. 10.1016/j.carbpol.2011.11.052 · DOI
  27. Cosenza V. A. Navarro D. A. Fissore E. N. Rojas A. M. Stortz C. A. (2014). Chemical and rheological characterization of the carrageenans from Hypnea musciformis (Wulfen) Lamoroux. Carbohydr. Polym. 102, 780– 789. 10.1016/j.carbpol.2013.10.090 24507347 · DOI
  28. Craigie J. S. Jurgens A. (1989). Structure of agars from Gracilaria tikvahiae rhodophyta: Location of 4-O-methyl-l-galactose and sulphate. Carbohydr. Polym. 11, 265– 278. 10.1016/0144-8617(89)90002-7 · DOI
  29. Dai B. Matsukawa S. (2012). NMR studies of the gelation mechanism and molecular dynamics in agar solutions. Food Hydrocoll. 26, 181– 186. 10.1016/j.foodhyd.2011.04.021 · DOI
  30. Damonte E. B. Matulewicz M. C. Cerezo A. S. (2004). Sulfated seaweed polysaccharides as antiviral agents. Curr. Med. Chem. 11, 2399– 2419. 10.2174/0929867043364504 15379705 · DOI
  31. Deszczynski M. Kasapis S. MacNaughton W. Mitchell J. R. (2003). Effect of sugars on the mechanical and thermal properties of agarose gels. Food Hydrocoll. 17, 793– 799. 10.1016/S0268-005X(03)00100-0 · DOI
  32. Doty M. S. Santos G. (1978). Carrageenans from tetrasporic and ystocarpic Eucheuma species. Aquat. Bot. 4, 143– 149. 10.1016/0304-3770(78)90014-1 · DOI
  33. Doyle J. P. Giannouli P. Rudolph B. Morris E. R. (2010). Preparation, authentication, rheology and conformation of theta carrageenan. Carbohydr. Polym. 80, 648– 654. 10.1016/j.carbpol.2009.10.029 · DOI
  34. Duarte M. E. R. Noseda M. D. Cardoso M. A. Tulio S. Cerezo A. S. (2002). The structure of a galactan sulfate from Bostrychia montagnei. Carbohydr. Res. 337, 1137– 1144. 10.1016/S0008-6215(02)00095-2 12062529 · DOI
  35. Duarte M. E. R. Cauduro J. P. Noseda D. G. Noseda M. D. Gonçalves A. G. Pujol C. A. (2004). The structure of the agaran sulfate from Acanthophora spicifera (Rhodomelaceae, Ceramiales) and its antiviral activity. Relation between structure and antiviral activity in agarans. Carbohydr. Res. 339, 335– 347. 10.1016/j.carres.2003.09.028 14698892 · DOI
  36. Errea M. I. Matulewicz M. C. (1994). Cold water-soluble polysaccharides from tetrasporic Pterocladia capillacea. Phytochemistry 37, 1075– 1078. 10.1016/s0031-9422(00)89531-x 7765656 · DOI
  37. Errea M. II Matulewicz M. C. (1996). Hot water-soluble polysaccharides from tetrasporic Pterocladia capillacea. Phytochemistry 42 (4), 1071– 1073. 10.1016/0031-9422(96)00047-7 7765656 · DOI
  38. Estevez J. M. Ciancia M. Cerezo A. S. (2004). The system of galactans of the red seaweed, Kappaphycus alvarezii, with emphasis on its minor constituents. Carbohydr. Res. 339, 2575– 2592. 10.1016/j.carres.2004.08.010 15476719 · DOI
  39. Estevez J. M. Ciancia M. Cerezo A. S. (2008). The system of sulfated galactans from the red seaweed Gymnogongrus torulosus (Phyllophoraceae, Rhodophyta): Location and structural analysis. Carbohydr. Polym. 73, 594– 605. 10.1016/j.carbpol.2007.12.033 26048226 · DOI
  40. Falshaw R. Furneaux R. H. (1994). Carrageenan from the tetrasporic stage of Gigartina decipiens (Gigartinaceae, Rhodophyta). Carbohydr. Res. 252, 171– 182. 10.1016/0008-6215(94)90014-0 8137359 · DOI
  41. Falshaw R. Furneaux R. H. (1995). Carrageenans from the tetrasporic stages of Gigartina clavifera and Gigartina alveata (Gigartinaceae, Rhodophyta). Carbohydr. Res. 256, 165– 175. 10.1016/0008-6215(95)00153-K 8536252 · DOI
  42. Falshaw R. Furneaux R. H. (1998). Structural analysis of carrageenans from the tetrasporic stages of the red algae, Gigartina lanceata and Gigartina chapmanii (Gigartinaceae, Rhodophyta). Carbohydr. Res. 307, 325– 331. 10.1016/S0008-6215(98)00030-5 · DOI
  43. Falshaw R. Furneaux R. H. (2009). Chemotaxonomy of New Zealand red algae in the family Gigartinaceae (Rhodophyta) based on galactan structures from the tetrasporophyte life-stage. Carbohydr. Res. 344, 210– 216. 10.1016/j.carres.2008.10.020 19007924 · DOI
  44. Falshaw R. Furneaux R. H. Stevenson D. E. (1998). Agars from nine species of red seaweed in the genus Curdiea (Gracilariaceae, Rhodophyta). Carbohydr. Res. 308, 107– 115. 10.1016/S0008-6215(98)00049-4 · DOI
  45. Falshaw R. Furneaux R. H. Pickering T. D. Stevenson D. E. (1999). Agars from three Fijian Gracilaria species. Bot. Mar. 42, 51– 59. 10.1515/BOT.1999.008 · DOI
  46. Falshaw R. Bixler H. J. Johndro K. (2001). Structure and performance of commercial kappa-2 carrageenans extracts I. Struct. Analysis Food Hydrocoll. 15, 441– 452. 10.1016/S0268-005X(01)00066-2 · DOI
  47. Falshaw R. Furneaux R. H. Wong H. (2003). Analysis of pyruvylated β-carrageenan by 2D NMR spectroscopy and reductive partial hydrolysis. Carbohydr. Res. 338, 1403– 1414. 10.1016/S0008-6215(03)00171-X 12801714 · DOI
  48. Falshaw R. Furneaux R. H. Stevenson D. E. (2005). Structural analysis of carrageenans from the red alga, Callophyllis hombroniana Mont. Kütz (Kallymeniaceae, Rhodophyta). Carbohydr. Res. 340, 1149– 1158. 10.1016/j.carres.2005.01.019 15797130 · DOI
  49. Ferreira L. G. Noseda M. D. Gonçalvez A. G. Ducatti D. R. B. Fujii M. T. Duarte M. E. R. (2012). Chemical structure of the complex pyruvylated and sulfated agaran from the red seaweed Palisada flagellifera (Ceramiales, Rhodophyta). Carbohydr. Res. 347, 83– 94. 10.1016/j.carres.2011.10.007 22055816 · DOI
  50. Ferreira L. G. da Silva A. C. R. Noseda M. D. Fuly A. L. de Carvalho M. M. Fujii M. T. (2019). Chemical structure and snake antivenom properties of sulfated agarans obtained from Laurencia dendroidea (Ceramiales, Rhodophyta). Carbohydr. Polym. 218, 136– 144. 10.1016/j.carbpol.2019.04.066 31221314 · DOI
  51. Ficko-Blean E. Hervé C. Gurvan M. (2015). Sweet and sour sugars from the sea: the biosynthesis and remodeling of sulfated cell wall polysaccharides from marine macroalgae. Perspect. Phycol. 2, 51– 64. 10.1127/pip/2015/0028 · DOI
  52. Freile-Pelegrín Y. Murano E. (2005). Agars from three species of Gracilaria (Rhodophyta) from Yucatán Peninsula. Biores. Technol. 96, 295– 302. 10.1016/j.biortech.2004.04.010 15474929 · DOI
  53. Frey P. A. (1996). The Leloir pathway: a mechanistic imperative for three enzymes to change the stereochemical configuration of a single carbon in galactose. FASEB J. 10, 461– 470. 10.1096/fasebj.10.4.8647345 8647345 · DOI
  54. Fuchigami M. Teramoto A. Jibu Y. (2006). Texture and structure of pressure-shift-frozen agar gel with high visco-elasticity. Food Hydrocoll. 20, 160– 169. 10.1016/j.foodhyd.2005.01.008 · DOI
  55. Furneaux R. H. Stevenson T. T. (1990). The xylogalactan sulfate from Chondria macrocarpa (Ceramiales, Rhodophyta). Hydrobiologia 204-205, 615– 620. 10.1007/bf00040296 · DOI
  56. Genicot-Joncour S. Poinas A. Richard O. Potin P. Rudolph B. Kloareg B. (2009). The cyclization of the 3,6-anhydro-galactose ring of iota-carrageenan is catalyzed by two d-galactose-2,6-sulfurylases in the red alga Chondrus crispus. Plant Physiol. 151, 1609– 1616. 10.1104/pp.109.144329 19734263 PMC2773109 · DOI
  57. Goulard F. Diouris M. Deslandes E. Floc’h J. (1999). Nucleotides, nucleoside sugars and UDP-d-glucose-4-epimerase activity in the iota-carrageenophytes Solieria chordalis and Calliblepharis jubata (Rhodophyceae). Eur. J. Phycol. 34, 21– 25. 10.1080/09670269910001736042 · DOI
  58. Goulard F. Le Corre G. Diouris M. Deslandes E. Floc’h J. (2001). NDP-sugars, floridoside and floridean starch levels in relation to activities of UDP-d-glucose pyrophosphorylase and UDP-d-glucose-4-epimerase in Solieria chordalis (Rhodophyceae) under experimental conditions. Phycol. Res. 49, 43– 50. 10.1046/j.1440-1835.2001.00219.x · DOI
  59. Greer C. W. Yaphe W. (1984). Characterization of hybrid (beta-kappa-gamma) Carrageenan from Eucheuma gelatinae J. Agardh (Rhodophyta, Solieriaceae) using carrageenases, infrared and 13C-nuclear magnetic resonance spectroscopy. Bot. Mar. 27, 473– 478. 10.1515/botm.1984.27.10.473 · DOI
  60. Greer C. W. Shomer I. Goldstein M. E. Yaphe W. (1984). Analysis of carrageenan from Hypnea musciformis by using κ- and ι-carrageenanases and carbon-13NMR spectroscopy. Carbohydr. Res. 129, 189– 196. 10.1016/0008-6215(84)85311-2 · DOI
  61. Guibet M. Boulenguer P. Mazoyer J. Kervarec N. Antonopoulos A. Lafosse M. (2008). Composition and distribution of carrabiose moieties in hybrid κ-/ι-carrageenans using carrageenases. Biomacromolecules 9, 408– 415. 10.1021/bm701109r 18081251 · DOI
  62. Hemmingson J. A. Furneaux R. H. Murray-Brown V. H. (1996). Biosynthesis of agar polysaccharides in Gracilaria chilensis Bird, McLachlan et Oliveira. Carbohydr. Res. 287, 101– 115. 10.1016/0008-6215(96)00057-2 · DOI
  63. Hermansson A. M. Eriksson E. Jordansson E. (1991). Effects of potassium, sodium and calcium on the microstructure and rheological behaviour of kappa-carrageenan gels. Carbohydr. Polym. 16, 297– 320. 10.1016/0144-8617(91)90115-S · DOI
  64. Ho C.-L. (2020). Comparative genomics reveals differences in algal galactan biosynthesis and related pathways in early and late diverging red algae. Genomics 112, 1536– 1544. 10.1016/j.ygeno.2019.09.002 31494197 · DOI
  65. Hu Y. Yu G. Zhao X. Wang Y. Sun X. Jiao G. (2012). Structural characterization of natural ideal 6-O-sulfated agarose from red alga Gloiopeltis furcata. Carbohydr. Polym. 89, 883– 889. 10.1016/j.carbpol.2012.04.026 24750876 · DOI
  66. Iijima M. Hatakeyama T. Takahashi M. Hatakeyama H. (2007). Effect of thermal history on kappa-carrageenan hydrogelation by differential scanning calorimetry. Thermochim. Acta 452, 53– 58. 10.1016/j.tca.2006.10.019 · DOI
  67. Joersbo M. Pedersen S. G. Nielsen J. E. Marcussen J. Brunstedt J. (1999). Isolation and expression of two cDNA clones encoding UDP-d-galactose epimerase expressed in developing seeds of the endospermous legume guar. Plant Sci. 142, 147– 154. 10.1016/S0168-9452(99)00012-6 · DOI
  68. Jouanneau D. Guibet M. Boulenguer P. Mazoyer J. Smietana M. Helbert W. (2010). New insights into the structure of hybrid κ-/μ-carrageenan and its alkaline conversion. Food Hydrocoll. 24, 452– 461. 10.1016/j.foodhyd.2009.11.012 · DOI
  69. Karamanos Y. Ondarza M. Bellanger F. Christiaen D. Moreau S. (1989). The linkage of 4-O-methyl-L-galactopyranose in the agar polymers from Gracilaria verrucosa. Carbohydr. Res. 187, 93– 101. 10.1016/0008-6215(89)80057-6 · DOI
  70. Knutsen S. H. Myslabodski D. E. Grasdalen H. (1990). Characterization of carrageenan fractions from Norwegian Furcellaria lumbricalis (Huds.) Lamour. by 1H-n.m.r. spectroscopy. Carbohydr. Res. 206, 367– 372. 10.1016/0008-6215(90)80076-F · DOI
  71. Knutsen S. H. Myslabodski D. E. Larsen B. Usov A. II (1994). A modified system of nomenclature for red algal galactans. Bot. Mar. 37, 163– 169. 10.1515/botm.1994.37.2.163 · DOI
  72. Kolender A. A. Matulewicz M. C. (2002). Sulfated polysaccharides from the red seaweed Georgiella confluens. Carbohydr. Res. 337, 57– 68. 10.1016/S0008-6215(01)00283-X 11755912 · DOI
  73. Koo J.-G. Park B.-C. Kim B.-G. Kim H.-A. Ryo C.-H. Kim S.-Y. (2007). Chemical composition and rheological properties of deproteinated porphyran. Korean J. Fish. Aquat. Sci. 40, 1– 7. 10.5657/KFAS.2007.40.1.001 · DOI
  74. Kravchenko A. O. Anastyuk S. D. Sokolova E. V. Isakov V. V. Glazunov V. P. Helbert W. (2016). Structural analysis and cytokine-induced activity of gelling sulfated polysaccharide from the cystocarpic plants of Ahnfeltiopsis flabelliformis. Carbohydr. Polym. 151, 523– 534. 10.1016/j.carbpol.2016.05.086 27474596 · DOI
  75. Kravchenko A. O. Anastyuk S. D. Glazunov V. P. Sokolova E. V. Isakov V. V. Yermak I. M. (2020). Structural characteristics of carrageenans of red alga Mastocarpus pacificus from sea of Japan. Carbohydr. Polym. 229: 115518. 10.1016/j.carbpol.2019.115518 31826457 · DOI
  76. Lahaye M. Yaphe W. Phan Viet M. T. Rochas C. (1989). 13C-n.m.r. spectroscopic investigation of methylated and charged agarose oligosaccharides and polysaccharides. Carbohydr. Res. 190, 249– 265. 10.1016/0008-6215(89)84129-1 · DOI
  77. Liao M.-L. Chiovitti A. Munro S. L. A. Craik D. J. Kraft G. T. Bacic A. (1996). Sulfated galactans from Australian specimens of the red alga Phacelocarpus peperocarpos (Gigartinales, Rhodophyta). Carbohydr. Res. 296 237– 247. 10.1016/s0008-6215(96)00232-7 9008852 · DOI
  78. Liu S. Li L. (2016). Thermoreversible gelation and scaling behavior of Ca2+-induced κ-carrageenan hydrogels. Food Hydrocoll. 61, 793– 800. 10.1016/j.foodhyd.2016.07.003 · DOI
  79. Lluisma A. O. Ragan M. A. (1999). Characterization of the UDP-d-glucose pyrophosphorylase gene from the marine red alga Gracilaria gracilis. J. Appl. Phycol. 10, 581– 588. 10.1023/A:1008050421875 · DOI
  80. Lorén N. Shtykova L. Kidman S. Jarvoll P. Nydén M. Hermansson A.-M. (2009). Dendrimer diffusion in κ-carrageenan gel structures. Biomacromolecules 10, 275– 284. 10.1021/bm801013x 19166302 · DOI
  81. Ma Y. Zeng W. Bacic A. Johnson K. (2018). “ AGPs through time and space,” in Annual Plant Reviews online. Ed. Roberts J. (Great Britain: John Wiley & Sons Ltd), 1– 38. 10.1002/9781119312994.apr0608 · DOI
  82. Major L. L. Wolucka B. A. Naismith J. H. (2005). Structure and function of GDP-mannose-3´, 5´-epimerase: an enzyme which performs three chemical reactions at the same active site. J. Am. Chem. Soc 127, 18309– 18320. 10.1021/ja056490i 16366586 PMC3315049 · DOI
  83. Mangione M. R. Giacomazza D. Bulone D. Martorana V. Cavallaro G. San Biagio P. L. (2005). K+ and Na+ effects on the gelation properties of κ-carrageenan. Biophys. Chem. 113, 129– 135. 10.1016/j.bpc.2004.08.005 15617819 · DOI
  84. Manley S. Burns D. J. (1991). Formation of nucleoside diphosphate monosaccharides (NDP-sugars) by the agarophyte Pterocladia capillacea (Rhodophyceae). J. Phycol. 27, 702– 709. 10.1111/j.0022-3646.1991.00702.x · DOI
  85. Martínez-Sanz M. Ström A. Lopez-Sanchez P. Knutsen S. H. Ballance S. Zobel H. K. (2020). Advanced structural characterization of agar-based hydrogels: Rheological and small angle light scattering studies. Carbohydr. Polym. 236, 115655. 10.1016/j.carbpol.2019.115655 32172866 · DOI
  86. Matsuhiro B. Urzua C. C. (1990). Agars from Gelidium rex (Gelidiales, Rhodophyta). Hydrobiologia 204/205, 545– 549. 10.1007/BF00040284 · DOI
  87. Matulewicz M. C. Ciancia M. Noseda M. D. Cerezo A. S. (1989). Carrageenan system from tetrasporic and cystocarpic stages of Gigartina skottsbergii. Phytochemistry 28, 2937– 2941. 10.1016/0031-9422(89)80257-2 · DOI
  88. McCandless E. L. Craigie J. S. Walter J. A. (1973). Carrageenans in the gametophytic and sporophytic stages of Chondrus crispus. Planta 112, 201– 212. 10.1007/BF00385324 24468729 · DOI
  89. Meena R. Siddhanta A. K. Prasad K. Ramavat B. K. Eswaran K. Thiruppathi S. (2007). Preparation, characterization and benchmarking of agarose from Gracilaria dura of Indian waters. Carbohydr. Polym. 69, 179– 188. 10.1016/j.carbpol.2006.09.020 · DOI
  90. Meunier V. Nicolai T. Durand D. (2001). Structure of aggregating κ-carrageenan fractions studied by light scattering. Int. J. Biol. Macromol. 28, 157– 165. 10.1016/S0141-8130(00)00166-5 11164233 · DOI
  91. Miller I. J. Blunt J. W. (2000). New 13C NMR methods for determining the structure of algal polysaccharides. Part 3. The structure of the polysaccharide from Cladhymenia oblongifolia. Bot. Mar. 43, 263– 271. 10.1515/BOT.2000.028 · DOI
  92. Miller I. J. Furneaux R. H. (1997). The structural determination of the agaroid polysaccharides from four New Zealand algae in the order Ceramiales by means of 13C NMR spectroscopy. Bot. Mar. 40, 333– 339. 10.1515/botm.1997.40.1-6.333 · DOI
  93. Miller I. J. Falshaw R. Furneaux R. H. (1994). Chemical methylation of agaroid hydroxyl-groups. Carbohydr. Res. 262, 127– 135. 10.1016/0008-6215(94)84009-1 · DOI
  94. Miller I. J. (1998). The structure of a pyruvilated carrageenan extracted from Stenogramme interrupta as determined by 13C NMR spectroscopy. Bot. Mar. 41, 305– 315. 10.1515/botm.1998.41.1-6.305 · DOI
  95. Miller I. J. (2001). Evaluation of the structure of the polysaccharide from Myriogramme denticulata as determined by 13C NMR spectroscopy. Bot. Mar. 44, 253– 259. 10.1515/BOT.2001.033 · DOI
  96. Miller I. J. (2002). The structures of the polysaccharides from two Lophurella species as determined by 13C NMR spectroscopy. Bot. Mar. 45, 373– 379. 10.1515/BOT.2002.038 · DOI
  97. Miller I. J. (2003a). Evaluation of the structures of polysaccharides from two New Zealand members of the Ceramiaceae. Bot. Mar. 46, 378– 385. 10.1515/BOT.2003.036 · DOI
  98. Miller I. J. (2003b). The chemical structure of galactans from Sarcodia montagneana and from Sarcodia flabellata. Bot. Mar. 46, 392– 399. 10.1515/bot.2003.038 · DOI
  99. Miller I. J. (2005). Evaluation of the structures of polysaccharides from three taxa in the genus Hymenena and from Acrosorium decumbens (Rhodophyta, Delesseriaceae). Bot. Mar. 48, 148– 156. 10.1515/bot.2005.016 · DOI
  100. Mohammed Z. H. Hember M. W. N. Richardson R. K. Morris E. R. (1998). Kinetic and equilibrium processes in the formation and melting of agarose gels. Carbohydr. Polym. 36, 15– 26. 10.1016/s0144-8617(98)00011-3 · DOI
  101. Mollion J. Moreau S. Christiaen D. (1986). Isolation of a new type of carrageenan from Risoella verruculosa (Bert.) J. Agardh (Rhodophyta, Gigartinales). Bot. Mar. 29, 549– 552. 10.1515/botm.1986.29.6.549 · DOI
  102. Mollion J. Karamanos Y. Feghali R. Moreau S. (1987). 13C NMR study of the heterogeneity of the carrageenan from Rissoella verruculosa (Bert.) J.Ag. (Rhodophtya). Food Hydrocoll. 1, 413– 421. 10.1016/S0268-005X(87)80035-8 · DOI
  103. Mollion J. Morvan H. Bellanger F. Moreau S. (1988). 13C NMR study of the heterogeneity of the carrageenan system from Rissoella verruculosa. Phytochemistry 27, 2023– 2026. 10.1016/0031-9422(88)80089-X · DOI
  104. Montaño N. Villanueva R. Romero J. (1999). Chemical characteristics and gelling properties of agar from two Philippine Gracilaria spp. (Gracilariales, Rhodophyta). J. Appl. Phycol. 11, 27– 34. 10.1023/a:1008084228609 · DOI
  105. Moritaka H. Takahashi M. Kubota K. (2007). Effects of cooling rate and sodium chloride on polysaccharide gelation. Food Sci. Technol. Res. 13, 345– 350. 10.3136/fstr.13.345 · DOI
  106. Morrice L. McLean M. W. Long W. F. Williamson F. B. (1983). Porphyran primary structure. An investigation using β-agarase I from Pseudomonas atlantica and I3C-NMR spectroscopy. Eur. J. Biochem. 133, 671– 684. 10.1111/j.1432-1033.1983.tb07516.x 6861749 · DOI
  107. Morris E. R. Rees D. A. Welsh E. J. Dunfield L. G. Whittington S. G. (1978). Relation between primary structure and chain flexibility of random coil polysaccharides: calculation and experiment for a range of model carrageenans. J. Chem. Soc. Perkin Trans. 2, 793– 800. 10.1039/P29780000793 · DOI
  108. Murano M. Toffanin R. Cecere E. Rizzo R. Knutsen S. H. (1997). Investigation of the carrageenans extracted from Solieria filiformis and Agardhiella subulata from Mar Piccolo, Taranto. Mar. Chem. 58, 319– 325. 10.1016/S0304-4203(97)00058-3 · DOI
  109. Murano E. (1995). Chemical structure and quality of agars from Gracilaria. J. Appl. Phycol. 7, 245– 254. 10.1007/BF00003999 · DOI
  110. Navarro D. A. Stortz C. A. (2008). The system of xylogalactans from the red seaweed Jania rubens (Corallinales, Rhodophyta). Carbohydr. Res. 343, 2613– 2622. 10.1016/j.carres.2008.06.015 18667196 · DOI
  111. Navarro D. A. Ricci A. M. Rodríguez M. C. Stortz C. A. (2011). Xylogalactans from Lithothamnion heterocladum, a crustose member of the Corallinales (Rhodophyta). Carbohydr. Polym. 84, 944– 951. 10.1016/j.carbpol.2010.12.048 · DOI
  112. Nguyen B. T. Nicolai T. Benyahia L. Chassenieux C. (2014). Synergistic effects of mixed salt on the gelation of κ-carrageenan. Carbohydr. Polym. 112, 10– 15. 10.1016/j.carbpol.2014.05.048 25129710 · DOI
  113. Nickerson M. T. Paulson A. T. Hallett F. R. (2004). Dilute solution properties of κ-carrageenan polysaccharides: effect of potassium and calcium ions on chain conformation. Carbohydr. Polym. 58, 25– 33. 10.1016/j.carbpol.2004.06.017 · DOI
  114. Normand V. Aymard P. Lootens D. L. Amici E. Plucknett K. P. Frith W. J. (2003). Effect of sucrose on agarose gels mechanical behaviour. Carbohydr. Polym. 54, 83– 95. 10.1016/s0144-8617(03)00153-x · DOI
  115. Noseda M. D. Viana A. G. Duarte M. E. R. Cerezo A. S. (2000). Alkali modification of carrageenans. Part IV. Porphyrans Model Compounds Carbohydr. Polym. 42, 301– 305. 10.1016/S0144-8617(99)00176-9 · DOI
  116. Pereira L. van de Velde F. (2011). Portuguese carrageenophytes: Carrageenan composition and geographic distribution of eight species (Gigartinales, Rhodophyta). Carbohydr. Polym. 84, 614– 623. 10.1016/j.carbpol.2010.12.036 · DOI
  117. Pérez Recalde M. Canelón D. J. Compagnone R. S. Matulewicz M. C. Cerezo A. S. Ciancia M. (2016). Carrageenan and agaran structures from the red seaweed Gymnogongrus tenuis. Carbohydr. Polym. 136, 1370– 1378. 10.1016/j.carbpol.2015.10.007 26572482 · DOI
  118. Piculell L. Nilsson S. (1989). Anion-specific salt effects in aqueous agarose systems. 1. Effects on the coil-helix transition and gelation of agarose. J. Phys. Chem. 93, 5596– 5601. 10.1021/j100351a053 · DOI
  119. Pomin V. H. (2009). Overview about the structure–function relationship of marine homopolysaccharides with regular chemical structures. Biopolymers 91, 601– 609. 10.1002/bip.21200- 19353634 · DOI
  120. Popper Z. A. Michel G. Hervé C. Domozych D. S. Willats W. G. Tuohy M. G. (2011). Evolution and diversity of plant cell walls: From algae to flowering plants. Annu. Rev. Plant Biol. 62, 567– 590. 10.1146/annurev-arplant-042110-103809 21351878 · DOI
  121. Prado H. J. Ciancia M. Matulewicz M. C. (2008). Agarans from the red seaweed Polysiphonia nigrescens (Rhodomelaceae, Ceramiales). Carbohydr. Res. 343, 711– 718. 10.1016/j.carres.2007.12.024 18262175 · DOI
  122. Rees D. A. (1961a). Enzymic desulphation of porphyran. Biochem. J. 80, 449– 453. 10.1042/bj0800449 13740282 PMC1243251 · DOI
  123. Rees D. A. (1961b). Enzymic synthesis of 3,6-anhydro-l-galactose within porphyran from l-galactose 6-sulphate units. Biochem. J. 81, 347– 352. 10.1042/bj0810347 16748934 PMC1243346 · DOI
  124. Rees D. A. (1969). Structure, conformation, and mechanism in the formation of polysaccharide gels and networks. Adv. Carbohydr. Chem. Biochem. 24, 267– 332. 10.1016/S0065-2318(08)60352-2 4913938 · DOI
  125. Renn D. W. Santos G. A. Dumont L. E. Parent C. A. Stanley N. F. Stancioff D. J. (1993). β-Carrageenan: Isolation and characterization. Carbohydr. Polym. 22, 247– 252. 10.1016/0144-8617(93)90127-P · DOI
  126. Robal M. Brenner T. Matsukawa S. Ogawa H. Truus K. Rudolph B. (2017). Monocationic salts of carrageenans: Preparation and physico-chemical properties. Food Hydrocoll. 63, 656– 667. 10.1016/j.foodhyd.2016.09.032 · DOI
  127. Rodríguez M. C. Merino E. R. Pujol C. A. Damonte E. B. Cerezo A. S. Matulewicz M. C. (2005). Galactans from cystocarpic plants of the red seaweed Callophyllis variegata (Kallymeniaceae, Gigartinales). Carbohydr. Res. 340, 2742– 2751. 10.1016/j.carres.2005.10.001 16289051 · DOI
  128. Rodríguez M. C. Matulewicz M. C. Noseda M. D. Ducatti D. R. B. Leonardi P. I. (2009). Agar from Gracilaria gracilis (Gracilariales, Rhodophyta) of the Patagonic coast of Argentina - Content, structure and physical properties. Biores. Technol. 100, 1435– 1441. 10.1016/j.biortech.2008.08.025 18809318 · DOI
  129. Rodríguez Sánchez R. A. Canelón D. J. Cosenza V. A. Fissore E. N. Gerschenson L. N. Matulewicz M. C. (2019). Gracilariopsis hommersandii, a red seaweed, source of agar and sulfated polysaccharides with unusual structures. Carbohydr. Polym. 213, 138– 146. 10.1016/j.carbpol.2019.02.071 30879653 · DOI
  130. Rösti J. Barton C. J. Albrecht S. Dupree P. Pauly M. Findlay K. (2007). UDP-glucose 4-epimerase isoforms UGE2 and UGE4 cooperate in providing UDP-d-galactose for cell wall biosynthesis and growth of Arabidopsis thaliana. Plant Cell 19, 1565– 1579. 10.1105/tpc.106.049619 17496119 PMC1913733 · DOI
  131. Running C. A. Falshaw R. Janaswamy S. (2012). Trivalent iron induced gelation in lambda-carrageenan. Carbohydr. Polym. 87, 2735– 2739. 10.1016/j.carbpol.2011.11.018 22408280 PMC3295545 · DOI
  132. Santos G. A. (1989). Carrageenans of Sspecies of Eucheuma J. Agardh and Kappaphycus Doty (Solieriaceae, Rhodophyta). Aquat. Bot. 36, 55– 67. 10.1016/0304-3770(89)90091-0 · DOI
  133. Schefer L. Adamcik J. Diener M. Mezzenga R. (2015). Supramolecular chiral self-assembly and supercoiling behavior of carrageenans at varying salt conditions. Nanoscale 7, 16182– 16188. 10.1039/C5NR04525H 26382663 · DOI
  134. Seifert G. J. Barber C. Wells B. Dolan L. Roberts K. (2002). Galactose biosynthesis in Arabidopsis: genetic evidence for substrate channeling from UDP-d-galactose into cell wall polymers. Curr. Biol. 12, 1840– 1845 PII S0960– 9822(02)01260-5. 10.1016/S0960-9822(02)01260-5 12419184 · DOI
  135. Shukla M. K. Kumar M. Prasad K. Reddy C. R. K. Jha B. (2011). Partial characterization of sulfohydrolase from Gracilaria dura and evaluation of its potential application in improvement of the agar quality. Carbohydr. Polym. 85, 157– 163. 10.1016/j.carbpol.2011.02.009 · DOI
  136. Singh T. Meena R. Kumar A. (2009). Effect of sodium sulfate on the gelling behavior of agarose and water structure inside the gel networks. J. Phys. Chem. B. 113, 2519– 2525. 10.1021/jp809294p 19193039 · DOI
  137. Sousa A. M. M. Borges J. Silva A. F. Gonçalves M. P. (2013). Influence of the extraction process on the rheological and structural properties of agars. Carbohydr. Polym. 96, 163– 171. 10.1016/j.carbpol.2013.03.070 23688466 · DOI
  138. Souza H. K. S. Hilliou L. Bastos M. Gonçalves M. P. (2011). Effect of molecular weight and chemical structure on thermal and rheological properties of gelling κ/ι-hybrid carrageenan solutions. Carbohydr. Polym. 85, 429– 438. 10.1016/j.carbpol.2011.03.006 · DOI
  139. Souza B. W. S. Cerqueira M. A. Bourbon A. I. Pinheiro A. C. Martins J. T. Teixeira J. A. (2012). Chemical characterization and antioxidant activity of sulfated polysaccharide from the red seaweed Gracilaria birdiae. Food Hydrocoll. 27, 287– 292. 10.1016/j.foodhyd.2011.10.005 · DOI
  140. Stortz C. A. Cerezo A. S. (1993). The systems of carrageenans from cystocarpic and tetrasporic stages from Iridaea undulosa: fractionation with potassium chloride and methylation analysis of the fractions. Carbohydr. Res. 242, 217– 227. 10.1016/0008-6215(93)80036-E · DOI
  141. Stortz C. A. Cerezo A. S. (2000). Novel findings in carrageenans, agaroids, and “hybrid” red seaweed galactans. Curr. Top. Phytochem. 4, 121– 133. 10.1002/chin.200215270.abs · DOI
  142. Stortz C. A. Bacon B. E. Cherniak R. Cerezo A. S. (1994). High-field NMR spectroscopy of cystocarpic and tetrasporic carrageenans from Iridaea undulosa. Carbohydr. Res. 261, 317– 326. 10.1016/0008-6215(94)84027-X · DOI
  143. Takano R. Hayashi J. Hayashi K. Hara S. Hirase S. (1996). Structure of a water-soluble polysaccharide sulfate from the red seaweed Joculator maximus Manza. Bot. Mar. 39, 95– 102. 10.1515/botm.1996.39.1-6.95 · DOI
  144. Takano R. Iwane-Sakata H. Hayashi K. Hara S. Hirase S. (1998). Concurrence of agaroid and carrageenan chains in funoran from the red seaweed Gloiopeltis furcata Post. et Ruprecht (Cryptonemiales, Rhodophyta). Carbohydr. Polym. 35, 81– 87. 10.1016/S0144-8617(97)00230-0 · DOI
  145. Takano R. Shiomoto K. Kamei K. Hara S. Hirase S. (2003). Occurrence of carrageenan structure in an agar from the red seaweed Digenea simplex (Wulfen) C. Agardh (Rhodomelaceae, Ceramiales) with a short review of carrageenan-agarocolloid hybrid in the Florideophycidae. Bot. Mar. 46, 142– 150. 10.1515/BOT.2003.015 · DOI
  146. Takemasa M. Nishinari K. (2004). The effect of the linear charge density of carrageenan on the ion binding investigated by differential scanning calorimetry, dc conductivity, and kHz dielectric relaxation. Colloids Surf. B.: Biointerf. 38, 231– 240. 10.1016/j.colsurfb.2004.02.025 15542331 · DOI
  147. Tako M. Higa M. Medoruma K. Nakasone Y. (1999). A highly methylated agar from red seaweed, Gracilaria arcuata. Bot. Mar. 42, 513– 517. 10.1515/BOT.1999.058 · DOI
  148. Thành T. T. T. Yasunaga H. Takano R. Urakawa H. Kajiwara K. (2001). Molecular characteristics and gelling properties of carrageenan family 2. Tri-sulfated and tetra-sulfated carrageenans. Polym. Bull. 47, 305– 312. 10.1007/s289-001-8186-0 · DOI
  149. Thành T. T. T. Yuguchi Y. Mimura M. Yasunaga H. Takano R. Urakawa H. (2002). Molecular characteristics and gelling properties of the carrageenan family, 1. Preparation of novel carrageenans and their dilute solution properties. Macromol. Chem. Phys. 203, 15– 23. 10.1002/1521-3935(20020101)203:1<15::aid-macp15>3.0.co;2-1 · DOI
  150. Therkelsen G. H. (1993). “ “Carrageenan,”,” in Industrial Gums. Eds. Whistler R. L. BeMiller J. N. (San Diego: Academic Press), 145– 180.
  151. Truus K. Tuvikene R. Vaher M. Kailas T. Toomik P. Pehk T. (2006). Structural and compositional characteristics of gelling galactan from the red alga Ahnfeltia tobuchiensis (Ahnfeltiales, the Sea of Japan). Carbohydr. Polym. 63, 130– 135. 10.1016/j.carbpol.2005.08.029 · DOI
  152. Tuvikene R. Truus K. Kollist A. Volobujeva O. Mellikov E. Pehk T. (2008). Gel-forming structures and stages of red algal galactans of different sulfation levels. J. Appl. Phycol. 20, 527– 535. 10.1007/s10811-007-9229-9 · DOI
  153. Tuvikene R. Truus K. Robal M. Pehk T. Kailas T. Vaher M. (2009). Structure and thermal stability of pyruvated carrageenans from the red alga Coccotylus truncatus. Carbohydr. Res. 344, 788– 794. 10.1016/j.carres.2009.01.024 19269630 · DOI
  154. Tuvikene R. Robal M. Fujita D. Saluri K. Truus K. Tashiro Y. (2015a). Funorans from Gloiopeltis species. Part I. Extraction and structural characteristics. Food Hydrocoll. 43, 481– 492. 10.1016/j.foodhyd.2014.07.010 · DOI
  155. Tuvikene R. Robal M. Mändar H. Fujita D. Saluri K. Truus K. (2015b). Funorans from Gloiopeltis species. Part II. Rheology and thermal properties. Food Hydrocoll. 43, 649– 657. 10.1016/j.foodhyd.2014.07.031 · DOI
  156. Usov A. II Elashvili M. (1991). Polysaccharides of algae 44. Investigation of sulfated galactan from Laurencia nipponica Yamada (Rhodophyta, Rhodomelaceae) using partial reductive hydrolysis. Bot. Mar. 34, 553– 560. 10.1515/botm.1991.34.6.553 · DOI
  157. Usov A. I. Ivanova E. G. (1987). Polysaccharides of algae. XXXVII. Characterization of hybrid structure of substituted agarose from Polysiphonia morrowii (Rhodophyta, Rhodomelaceae) using β-agarase and 13C-NMR spectroscopy. Bot. Mar. 30, 365– 370. 10.1515/botm.1987.30.5.365 · DOI
  158. Usov A. I. Shashkov A. S. (1985). Polysaccharides of Algae. XXXIV: Detection of iota-Carrageenan in Phyllophora brodiaei (Turn.) J. Ag. (Rhodophyta) Using 13C-NMR Spectroscopy. Bot. Mar. 28, 367– 373. 10.1515/botm.1985.28.9.367 · DOI
  159. Usov A. I. Ivanova E. G. Shashkov A. S. (1983). Polysaccharides of algae XXXIII: Isolation and 13C-NMR spectral study of some new gel-forming polysaccharides from Japan sea red seaweeds. Bot. Mar. 27, 285– 294. 10.1515/botm.1983.26.6.285 · DOI
  160. Usov A. I. Bilan M. I. Shashkov A. S. (1997). Structure of a sulfated xylogalactan from the calcareous red alga Corallina pilulifera P. et R. (Rhodophyta, Corallinaceae). Carbohydr. Res. 303, 93– 102. 10.1016/S0008-6215(97)00136-5 9345756 · DOI
  161. van de Velde F. Peppelman H. A. Rollema H. S. Tromp R. H. (2001). On the structure of κ/ι-hybrid carrageenans. Carbohydr. Res. 331, 271– 283. 10.1016/s0008-6215(01)00054-4 11383897 · DOI
  162. van de Velde F. Rollema H. S. Grinberg N. V. Burova T. V. Grinberg V. Y. Tromp R. H. (2002). Coil-helix transition of iota-carrageenan as a function of chain regularity. Biopolymers 65, 299– 312. 10.1002/bip.10250 12382290 · DOI
  163. van de Velde F. (2008). Structure and function of hybrid carrageenans. Food Hydrocoll. 22, 727– 734. 10.1016/j.foodhyd.2007.05.013 · DOI
  164. Verbruggen H. Maggs C. A. Saunders G. W. Le Gall L. Yoon H. S. De Clerck O. (2010). Data mining approach identifies research priorities and data requirements for resolving the red algal tree of life. BMC Evolution. Biol. 10, 16. 10.1186/1471-2148-10-16 PMC2826327 20089168 · DOI
  165. Vilén E. M. Lundqvist L. C. E. Jouanneau D. Helbert W. Sandström C. (2010). NMR study on hydroxy protons of κ- and κ/μ-hybrid carrageenan oligosaccharides: experimental evidence of hydrogen bonding and chemical exchange interactions in κ/μ oligosaccharides. Biomacromolecules 11, 3487– 3494. 10.1021/bm100994x 21086979 · DOI
  166. Villanueva R. Montaño N. (1999). Highly methylated agar from Gracilaria edulis (Gracilariales, Rhodophyta). J. Appl. Phycol. 11, 225– 227. 10.1023/a:1008036313588 · DOI
  167. Villanueva R. D. Mendoza W. G. Rodrigueza M. R. C. Romero J. B. Montaño M. N. E. (2004). Structure and functional performance of gigartinacean kappa-iota hybrid carrageenan and solieriacean kappa-iota carrageenan blends. Food Hydrocoll. 18, 283– 292. 10.1016/S0268-005X(03)00084-5 · DOI
  168. Wang X. Duan D. Fu X. (2016). Enzymatic desulfation of the red seaweeds agar by Marinomonas arylsulfatase. Int. J. Biol. Macromol. 93, 600– 608. 10.1016/j.ijbiomac.2016.08.031 27521846 · DOI
  169. Watase M. Nishinari K. (1983). Rheological properties of agarose gels with different molecular weights. Rheol. Acta 22, 580– 587. 10.1007/BF01351404 · DOI
  170. Wheeler G. L. Jones M. A. Smirnoff N. (1998). The biosynthetic pathway of vitamin C in higher plants. Nature 393, 365– 369. 10.1038/30728 9620799 · DOI
  171. Whyte J. N. C. Hosford S. P. C. Englar J. R. (1985). Assignment of agar or carrageenan structures to red algal polysaccharides. Carbohydr. Res. 140, 336– 341. 10.1016/0008-6215(85)85135-1 · DOI
  172. Woelkerling W. J. (1990). “ An Introduction,” in Biology of the Red Algae. Eds. Cole K. M. Sheath R. G. (Cambridge, UK: Cambridge Univ Press), 1– 6.
  173. Wong K. F. Craigie S. (1978). Sulfohydrolase activity and carrageenan biosynthesis in Chondrus crispus (Rhodophyceae). Plant Physiol. 61, 663– 666. 10.1104/pp.61.4.663 16660358 PMC1091939 · DOI
  174. Xia K. Liu X. Zhao J. Zhang X. (2014). The physicochemical property characterization of agar acetate. Carbohydr. Polym. 110, 32– 37. 10.1016/j.carbpol.2014.03.036 24906725 · DOI
  175. Youngs H. L. Gretz M. R. West J. A. Sommerfeld M. R. (1998). The cell wall chemistry of Bangia atropurpurea (Bangiales, Rhodophyta) and Bostrychia moritziana (Ceramiales, Rhodophyta) from marine and freshwater environments. Phycol. Res. 46, 63– 73. 10.1111/j.1440-1835.1998.tb00097.x · DOI
  176. Zablackis E. Santos G. A. (1986). The carrageenan of Catenella nipae Zanard., a marine red alga. Bot. Mar. 29: 319. 10.1515/botm.1986.29.4.319 · DOI
  177. Zhang W. Piculell L. Nilsson S. (1991). Salt dependence and ion specificity of the coil-helix transition of furcellaran. Biopolymers 31 (14), 1727– 1736. 10.1002/bip.360311407 · DOI
  178. Zhang Q. Li N. Liu X. Zhao Z. Li Z. Xu Z. (2004). The structure of a sulfated galactan from Porphyra haitanensis and its in vivo antioxidant activity. Carbohydr. Res. 339, 105– 111. 10.1016/j.carres.2003.09.015 14659676 · DOI
  179. Zhang Q. Qi H. Zhao T. Deslandes E. Ismaeli N. M. Molloy F. (2005). Chemical characteristics of a polysaccharide from Porphyra capensis (Rhodophyta). Carbohydr. Res. 340, 2447– 2450. 10.1016/j.carres.2005.08.009 16150429 · DOI
  180. Zhang Y. Fu X. Duan D. Xu J. Gao X. (2019). Preparation and characterization of agar, agarose, and agaropectin from the red alga Ahnfeltia plicata. J. Oceanol. Limnol. 37, 815– 824. 10.1007/s00343-019-8129-6 · DOI
  181. Zhao Q. Brenner T. Matsukawa S. (2013). Molecular mobility and microscopic structure changes in κ-carrageenan solutions studied by gradient NMR. Carbohydr. Polym. 95, 458– 464. 10.1016/j.carbpol.2013.02.049 23618293 · DOI
  182. Zhao X. Jiao G. Yang Y. Li M. Li Q. Wang X. (2017). Structure and immunomodulatory activity of a sulfated agarose with pyruvate and xylose substitutes from Polysiphonia senticulosa Harvey. Carbohydr. Polym. 176, 29– 37. 10.1016/j.carbpol.2017.08.065 28927610 · DOI

Cited by

Sorted by citations

Authors
Ciancia, M., Matulewicz, M. C., & Tuvikene, R.
Affiliations
  • Consejo Nacional de Investigaciones Científicas y Técnicas (AR)
  • Tallinn University (EE)
Venue
Frontiers in Plant Science
Published
2020-09-10
Volume
11
Pages
559986-559986
ISSN
1664-462X (ISSN-L)
OpenAlex
W3085778988
Cited by
110
References
3
Citations by year
2026: 27 · 2025: 23 · 2024: 24 · 2023: 18 · 2022: 12 · 2021: 6
FWCI
0.76
Type
journal article
Language
en
Open access
Locations
  • Frontiers in Plant Science (publishedVersion, cc-by)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
  • Conicet (submittedVersion, cc-by)
  • Greater South Information System
Funders
  • European Commission (2014‐2020, 2020 ‘, 2014-2020.4.01.16-0033, 2018-2021)
  • Eesti Teadusagentuur (2014-2020, PUT1406)
  • Consejo Nacional de Investigaciones Científicas y Técnicas (11220130100762CO, UBACYT 2018, 22920160100068CO, PIP 112, 2018-2021, 2014–2016, PIP 112-2015 01-00510, 112-201501-00510)
  • Universidad de Buenos Aires (2018-2021, CONICET, UBACYT 2018)
  • European Regional Development Fund (2014-2020’, 2014-2020.4.01.16-0033)
  • Secretaría de Ciencia y Técnica, Universidad de Buenos Aires (2014-2016, 2018-2021, 20020170100347BA, UBACYT 2018)
Topics
  • Life Sciences › Agricultural and Biological Sciences › Food Science › Polysaccharides Composition and Applications
  • Life Sciences › Agricultural and Biological Sciences › Aquatic Science › Seaweed-derived Bioactive Compounds
  • Life Sciences › Agricultural and Biological Sciences › Plant Science › Polysaccharides and Plant Cell Walls
Keywords
galactan, red algae, sulfated polysaccharides, carrageenan, agarose, hydrocolloids, rheological properties

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