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Abstract:

Two carrageenans from Iridaea undulosa, isolated by precipitation of the crude polysaccharide at O.70-1.05 M and 1.55-1.65 M KCl concentrations, were studied by methylation analysis. Acid hydrolysis of the methylated derivative of the less soluble carrageenan (molar ratio galactose: 3,6-anhydrogalactose: sulphate 1.00: 0.50: 1.20) yielded major amounts of 2,6-di-O-methylgalactose (51.3 mol %), 4,6-di-O-methylgalactose (25.6%) and 4-O-methylgalactose (51.3mol%), 4,6-di-O-methylgalactose (25.6%) and 4-O-methylgalactose (13.4%). Minor quantities of 3-O-methylgalactose (4.6%) and 6-O-methylgalactose (3.2%) were found together with traces of 2,3,6- and/or 2,4,6-tri-O-methylgalactose, 2-O-methylgalactose and galactose. Oxidative acid hydrolysis produced 3,6-anhydro-2-O-methylgalactonic acid and 3,6-anhydrogalactonic acid in a molar ratio 3.5-4.0:1.0. The methylated derivative of the more soluble carrageenan (molar ratio galactose:3,6-anhydrogalactose:sulphate 1.00:0.04:1.43) gave on acid hydrolysis, 2,3,4,6-tetra-O-methylgalactose (4.6%), 2,3,6-tri-O-methylgalactose (4.2%), 2,4,6-tri-O-methylgalactose (10.7%), 4,6-di-O-methylgalactose (24.1%), 3,6-di-0-methylgalactose (8.0%), 2,3-di-O- methylgalactose (3.4%), 2,4-di-O-methylgalactose (4.6%), 2,6-di-O-methylgalactose (4.2%), 3-O-methylgalactose (19.5%),4-O-methylgalactose (9.6%),6-O-methylgalactose(3.1%),galactose (3.4%)and traces of 2-O-methylgalactose. © 1980.

Registro:

Documento: Artículo
Título:Methylation analysis of carrageenans from the seaweed Iridaea undulosa
Autor:Matulewicz, M.C.; Cerezo, A.S.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellon 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina
Palabras clave:Gigartinaceae; Iridaea undulosa; methylation analysis: carrageenans.; seaweed
Año:1980
Volumen:19
Número:12
Página de inicio:2639
Página de fin:2641
DOI: http://dx.doi.org/10.1016/S0031-9422(00)83936-9
Título revista:Phytochemistry
Título revista abreviado:Phytochemistry
ISSN:00319422
CODEN:PYTCA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v19_n12_p2639_Matulewicz

Referencias:

  • Matulewiez, Cerezo, The carrageenan fromIridaea undulosa B.; Analysis, fractionation and alkaline treatment (1980) Journal of the Science of Food and Agriculture, 31, p. 203
  • Pernas, Smidsrod, Larsen, Haug, (1967) Acta Chem. Scand., 21, p. 98
  • Rees, 340. The carrageenan system of polysaccharides. Part I. The relation between the ?- and ?-components (1963) Journal of the Chemical Society (Resumed), p. 1821
  • Anderson, Dolan, Rees, Carrageenans. Part VII. Polysaccharides from Eucheuma spinosum and Eucheuma cottonii. The covalent structure of ?-carrageenan (1973) Journal of the Chemical Society, Perkin Transactions 1, 1, p. 2173
  • Lawson, Rees, Stancioff, Stanley, Carrageenans. Part VIII. Repeating structures of galactan sulphates from Furcellaria fastigiata, Gigartina canaliculate, Gigartina chamissoi, Gigartina atropurpurea, Ahnfeltia durvillaei, Gymnogongrus furcellatus, Eucheuma cottonii, Eucheuma spinosum, Eucheuma isiforme, Eucheuma uncinatum, Aghardhiella tenera, Pachymenia hymantophora, and Gloiopeltis cervicornis (1973) Journal of the Chemical Society, Perkin Transactions 1, 1, p. 2177
  • Painter, (1966) Proceedings of the Vth International Seaweed Symposium, p. 305. , E.G. Young, J.L. McLachlan, Pergamon, London
  • Penman, Rees, Carrageenans. Part IX. Methylation analysis of galactan sulphates from Furcellaria fastigiata, Gigartina canaliculate, Gigartina chamissoi, Gigartina atropurpurea, Ahnfeltia durvillaei, Gymnogongrus furcellatus, Eucheuma isiforme, Eucheuma uncinatum, Aghardhiella tenera, Pachymenia hymantophora, and Gloiopeltis cervicornis. Structure of ?-carrageenan (1973) Journal of the Chemical Society, Perkin Transactions 1, 1, p. 2182
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  • Anderson, Dolan, Rees, Carrageenans. Part III. Oxidative hydrolysis of methylated ?-carrageenan and evidence for a masked repeating structure (1968) Journal of the Chemical Society C: Organic, p. 596
  • Belcher, Fildes, Nutten, (1955) Analyt. Chim. Acta, 13, p. 16
  • Cerezo, (1973) Carbohydr. Res., 26, p. 335
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Citas:

---------- APA ----------
Matulewicz, M.C. & Cerezo, A.S. (1980) . Methylation analysis of carrageenans from the seaweed Iridaea undulosa. Phytochemistry, 19(12), 2639-2641.
http://dx.doi.org/10.1016/S0031-9422(00)83936-9
---------- CHICAGO ----------
Matulewicz, M.C., Cerezo, A.S. "Methylation analysis of carrageenans from the seaweed Iridaea undulosa" . Phytochemistry 19, no. 12 (1980) : 2639-2641.
http://dx.doi.org/10.1016/S0031-9422(00)83936-9
---------- MLA ----------
Matulewicz, M.C., Cerezo, A.S. "Methylation analysis of carrageenans from the seaweed Iridaea undulosa" . Phytochemistry, vol. 19, no. 12, 1980, pp. 2639-2641.
http://dx.doi.org/10.1016/S0031-9422(00)83936-9
---------- VANCOUVER ----------
Matulewicz, M.C., Cerezo, A.S. Methylation analysis of carrageenans from the seaweed Iridaea undulosa. Phytochemistry. 1980;19(12):2639-2641.
http://dx.doi.org/10.1016/S0031-9422(00)83936-9