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Prado, H.J.; Matulewicz, M.C.; Bonelli, P.R.; Cukierman, A.L. "Studies on the cationization of agarose" (2011) Carbohydrate Research. 346(2):311-321
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Abstract:

Cationized agaroses with different degrees of substitution (0.04-0.77) were synthesized, employing 3-chloro-2-hydroxypropyltrimethylammonium chloride (CHPTAC). The influence of different reaction parameters on the substitution degree and molecular weight was evaluated. The investigated parameters were concentration of reagents, temperature, time, and addition of NaBH4. The products were characterized by means of scanning electronic microscopy, infrared spectroscopy, viscosimetry, and NMR spectroscopy. Methanolysis products were studied by electrospray ionization mass spectrometry. The higher the concentration of CHPTAC employed, a higher degree of substitution was obtained, if the optimum concentration of NaOH in each case was employed. Insufficient quantities of NaOH reduced epoxide formation and the reacting alkoxides of the polysaccharide, whereas an excess of NaOH favored degradation of the epoxide and decrease in the molecular weight of the product. A reaction time of 2 h was sufficient to obtain products with the maximum degree of substitution for each case. The addition of NaBH4 gave products with a slightly higher molecular weight, but the extra cost involved should not justify its use for large-scale application. © 2010 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Studies on the cationization of agarose
Autor:Prado, H.J.; Matulewicz, M.C.; Bonelli, P.R.; Cukierman, A.L.
Filiación:Departamento de Química Orgánica - CIHIDECAR-(CONICET-UBA), Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, C1428EGA Buenos Aires, Argentina
PINMATE-Departamento de Industrias, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, C1428EGA Buenos Aires, Argentina
Cátedra de Farmacotecnia II, Departamento de Tecnología Farmacéutica, Universidad de Buenos Aires, Junín 956, C1113AAD Buenos Aires, Argentina
Palabras clave:3-Chloro-2- hydroxypropyltrimethylammonium chloride; Agarose; Cationic polysaccharide; Cationization; 3-chloro-2-hydroxypropyltrimethylammonium chloride; Agarose; Alkoxides; Cationic polysaccharide; Cationization; Cationized; Degrees of substitution; Electrospray ionization mass spectrometry; Higher-degree; Large-scale applications; Maximum degree; Methanolysis; NMR spectroscopy; Optimum concentration; Reaction parameters; Reaction time; Scanning electronic microscopy; Substitution degree; Viscosimetry; Chlorine compounds; Electrospray ionization; Infrared spectroscopy; Mass spectrometry; Molecular weight; Nuclear magnetic resonance spectroscopy; Scales (weighing instruments); agarose; epoxide; galactose; polysaccharide; article; carbon nuclear magnetic resonance; chemical structure; electrospray mass spectrometry; infrared spectroscopy; methanolysis; priority journal; proton nuclear magnetic resonance; scanning electron microscopy; substitution reaction; viscometry; Borohydrides; Cations; Infrared Rays; Magnetic Resonance Spectroscopy; Microscopy, Electron, Scanning; Propanols; Quaternary Ammonium Compounds; Sepharose; Spectrometry, Mass, Electrospray Ionization; Spectrophotometry, Infrared; Viscosity
Año:2011
Volumen:346
Número:2
Página de inicio:311
Página de fin:321
DOI: http://dx.doi.org/10.1016/j.carres.2010.12.004
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
CAS:agarose, 9012-36-6; galactose, 26566-61-0, 50855-33-9, 59-23-4; (3-chloro-2-hydroxypropyl)trimethylammonium chloride; Borohydrides; Cations; Propanols; Quaternary Ammonium Compounds; Sepharose, 9012-36-6; sodium borohydride, 16940-66-2
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v346_n2_p311_Prado

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Citas:

---------- APA ----------
Prado, H.J., Matulewicz, M.C., Bonelli, P.R. & Cukierman, A.L. (2011) . Studies on the cationization of agarose. Carbohydrate Research, 346(2), 311-321.
http://dx.doi.org/10.1016/j.carres.2010.12.004
---------- CHICAGO ----------
Prado, H.J., Matulewicz, M.C., Bonelli, P.R., Cukierman, A.L. "Studies on the cationization of agarose" . Carbohydrate Research 346, no. 2 (2011) : 311-321.
http://dx.doi.org/10.1016/j.carres.2010.12.004
---------- MLA ----------
Prado, H.J., Matulewicz, M.C., Bonelli, P.R., Cukierman, A.L. "Studies on the cationization of agarose" . Carbohydrate Research, vol. 346, no. 2, 2011, pp. 311-321.
http://dx.doi.org/10.1016/j.carres.2010.12.004
---------- VANCOUVER ----------
Prado, H.J., Matulewicz, M.C., Bonelli, P.R., Cukierman, A.L. Studies on the cationization of agarose. Carbohydr. Res. 2011;346(2):311-321.
http://dx.doi.org/10.1016/j.carres.2010.12.004