Cationization of kappa- and iota-carrageenan--Characterization and properties of amphoteric polysaccharides.
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.
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.
Tamara
T
Barahona
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.
Héctor J
HJ
Prado
PINMATE - Departamento de Industrias, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina.
Pablo R
PR
Bonelli
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.
Ana L
AL
Cukierman
Departamento de Industrias - CONICET, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina.
Eliana L
EL
Fissore
Departamento de Industrias - CONICET, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428EGA Buenos Aires, Argentina.
Lia N
LN
Gerschenson
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.
María C
MC
Matulewicz
D002351:Carrageenan / Q000737:chemistry*; D002412:Cations / Q000737:chemistry; D055119:Elastic Modulus; D005690:Galactose / Q000031:analogs & derivatives / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D018625:Microscopy, Atomic Force; D011134:Polysaccharides / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012212:Rheology; D012685:Sepharose / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
D002412:Cations; D011134:Polysaccharides; D020005:Propanols; D000644:Quaternary Ammonium Compounds; C117625:3,6-anhydrogalactose; D002351:Carrageenan; D012685:Sepharose; C496948:(3-chloro-2-hydroxypropyl)trimethylammonium chloride; D005690:Galactose
3-Chloro-2-hydroxypropyltrimethylammonium chloride; Amphoteric polysaccharides; Cationization; Iota-carrageenan; Kappa-carrageenan