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Cationization of kappa- and iota-carrageenan--Characterization and properties of amphoteric polysaccharides.
Carbohydr Polym. 2015 Aug 01; 126:70-7.CP

Abstract

Commercial kappa- and iota carrageenans were cationized with 3-chloro-2-hydroxypropyltrimethylammonium chloride in aqueous sodium hydroxide solution. For kappa-carrageenan three derivatives with different degrees of substitution were obtained. Native and amphoteric kappa-carrageenans were characterized by NMR and infrared spectroscopy, scanning electron and atomic force microscopy; methanolysis products were studied by electrospray ionization mass spectrometry. Young moduli and the strain at break of films, differential scanning calorimetry, rheological and flocculation behavior were also evaluated; the native and the amphoteric derivatives showed different and interesting properties. Cationization of iota-carrageenan was more difficult, indicating as it was previously observed for agarose, that substitution starts preferentially on the 2-position of 3,6-anhydrogalactose residues; in iota-carrageenan this latter unit is sulfated.

Authors+Show Affiliations

Departamento de Química Orgánica - CIHIDECAR (CONICET-UBA), Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, 1428EGA Buenos Aires, Argentina.PINMATE - Departamento de Industrias, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina; Cátedra de Tecnología Farmacéutica II, Departamento de Tecnología Farmacéutica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, 1113AAD Buenos Aires, Argentina.PINMATE - Departamento de Industrias, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina.PINMATE - Departamento de Industrias, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina; Cátedra de Tecnología Farmacéutica II, Departamento de Tecnología Farmacéutica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, 1113AAD Buenos Aires, Argentina.Departamento de Industrias - CONICET, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina.Departamento de Industrias - CONICET, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina.Departamento de Química Orgánica - CIHIDECAR (CONICET-UBA), Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, 1428EGA Buenos Aires, Argentina. Electronic address: cristina@qo.fcen.uba.ar.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

25933524

Citation

Barahona, Tamara, et al. "Cationization of Kappa- and iota-carrageenan--Characterization and Properties of Amphoteric Polysaccharides." Carbohydrate Polymers, vol. 126, 2015, pp. 70-7.
Barahona T, Prado HJ, Bonelli PR, et al. Cationization of kappa- and iota-carrageenan--Characterization and properties of amphoteric polysaccharides. Carbohydr Polym. 2015;126:70-7.
Barahona, T., Prado, H. J., Bonelli, P. R., Cukierman, A. L., Fissore, E. L., Gerschenson, L. N., & Matulewicz, M. C. (2015). Cationization of kappa- and iota-carrageenan--Characterization and properties of amphoteric polysaccharides. Carbohydrate Polymers, 126, 70-7. https://doi.org/10.1016/j.carbpol.2015.02.053
Barahona T, et al. Cationization of Kappa- and iota-carrageenan--Characterization and Properties of Amphoteric Polysaccharides. Carbohydr Polym. 2015 Aug 1;126:70-7. PubMed PMID: 25933524.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Cationization of kappa- and iota-carrageenan--Characterization and properties of amphoteric polysaccharides. AU - Barahona,Tamara, AU - Prado,Héctor J, AU - Bonelli,Pablo R, AU - Cukierman,Ana L, AU - Fissore,Eliana L, AU - Gerschenson,Lia N, AU - Matulewicz,María C, Y1 - 2015/03/05/ PY - 2014/06/11/received PY - 2015/02/10/revised PY - 2015/02/16/accepted PY - 2015/5/3/entrez PY - 2015/5/3/pubmed PY - 2016/2/2/medline KW - 3-Chloro-2-hydroxypropyltrimethylammonium chloride KW - Amphoteric polysaccharides KW - Cationization KW - Iota-carrageenan KW - Kappa-carrageenan SP - 70 EP - 7 JF - Carbohydrate polymers JO - Carbohydr Polym VL - 126 N2 - Commercial kappa- and iota carrageenans were cationized with 3-chloro-2-hydroxypropyltrimethylammonium chloride in aqueous sodium hydroxide solution. For kappa-carrageenan three derivatives with different degrees of substitution were obtained. Native and amphoteric kappa-carrageenans were characterized by NMR and infrared spectroscopy, scanning electron and atomic force microscopy; methanolysis products were studied by electrospray ionization mass spectrometry. Young moduli and the strain at break of films, differential scanning calorimetry, rheological and flocculation behavior were also evaluated; the native and the amphoteric derivatives showed different and interesting properties. Cationization of iota-carrageenan was more difficult, indicating as it was previously observed for agarose, that substitution starts preferentially on the 2-position of 3,6-anhydrogalactose residues; in iota-carrageenan this latter unit is sulfated. SN - 1879-1344 UR - https://www.unboundmedicine.com/medline/citation/25933524/Cationization_of_kappa__and_iota_carrageenan__Characterization_and_properties_of_amphoteric_polysaccharides_ DB - PRIME DP - Unbound Medicine ER -