Abstract:
A method to determine the proportion of both enantiomers of 3,6-anhydrogalactose in a sample has been developed using methyl 3,6-anhydro-α-d-galactoside as a model compound. It involves an oxidative hydrolysis to obtain the corresponding aldonic acids, which are further converted to the acetylated diastereomeric sec-butyl esters. These are separated and quantified by GLC using a standard column for carbohydrate analysis; the procedure has been extended to seaweed polysaccharides. Copyright (C) 1998 Elsevier Science Ltd.
Registro:
Documento: |
Artículo
|
Título: | Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates |
Autor: | Errea, M.; Ciancia, M.; Matulewicz, M.; Cerezo, A. |
Filiación: | Depto. de Quim. Orgánica, CIHIDECAR-CONICET, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina
|
Palabras clave: | 3,6-Anhydrogalactonic acids; 3,6-Anhydrogalactonic acids, sec-butyl esters; 3,6-Anhydrogalactose; 3,6-Anhydrogalactose, enantiomers; Seaweed polysaccharides; galactose; polysaccharide; article; carbohydrate synthesis; diastereoisomer; enantiomer; hydrolysis; oxidation; priority journal; seaweed |
Año: | 1998
|
Volumen: | 311
|
Número: | 4
|
Página de inicio: | 235
|
Página de fin: | 238
|
DOI: |
http://dx.doi.org/10.1016/S0008-6215(98)00215-8 |
Título revista: | Carbohydrate Research
|
Título revista abreviado: | Carbohydr. Res.
|
ISSN: | 00086215
|
CODEN: | CRBRA
|
CAS: | galactose, 26566-61-0, 50855-33-9, 59-23-4
|
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v311_n4_p235_Errea |
Referencias:
- Painter, T.J., Algal Polysaccharides (1983) The Polysaccharides, 2, pp. 196-285. , in G.O. Aspinall (Ed.) Academic Press, London
- Craigie, J.S., Rivero-Carro, H., (1992) Abstracts of Papers, XIVth International Seaweed Symposium, p. 76. , Brest-St.Malo, France, August Abstr
- Ciancia, M., Matulewicz, M.C., Cerezo, A.S., (1993) Phytochemistry, 34, pp. 1541-1543
- Ciancia, M., Matulewicz, M.C., Cerezo, A.S., (1997) Phytochemistry, 45, pp. 1009-1013
- Pollock, G.E., Jermany, D.A., (1968) J. Gas Chromatogr., 6, pp. 412-415
- Gerwig, G.J., Kamerling, J.P., Vliegenthart, J.F.G., (1978) Carbohydr. Res., 62, pp. 349-357
- Gerwig, G.J., Kamerling, J.P., Vliegenthart, J.F.G., (1979) Carbohydr. Res., 77, pp. 1-7
- Leontein, K., Lindberg, B., Lönngren, J., (1978) Carbohydr. Res., 62, pp. 359-362
- Little, M.R., (1982) Carbohydr. Res., 105, pp. 1-8
- Cases, M.R., Cerezo, A.S., Stortz, C.A., (1995) Carbohydr. Res., 269, pp. 333-341
- Lindqvist, L., Jansson, P.-E., (1997) J. Chromatogr. A, 769, pp. 253-261
- York, W.S., Hantus, S., Albersheim, P., Darvill, A.G., (1997) Carbohydr. Res., 300, pp. 199-206
- Biermann, C.J., (1988) Adv. Carbohydr. Chem. Biochem., 46, pp. 251-271
- Lindqvist, L., Jansson, P.-E., (1997) J. Chromatogr. A, 767, pp. 325-329
- Heinrich, J., König, W.A., Bretting, H., Mischnick, P., (1997) Carbohydr. Res., 299, pp. 1-6
- Usov, A.I., (1992) Food Hydrocolloids, 6, pp. 9-23
- Lahaye, M., Rochas, C., (1991) Hydrobiology, 221, pp. 137-148
- Falshaw, R., Furneaux, R.H., Wong, H., Liao, M.-L., Bacic, A., Chandrkrachang, S., (1996) Carbohydr. Res., 285, pp. 81-98
- Chiovitti, A., Bacic, A., Craik, D.J., Munro, S.L.A., Kraft, G.T., Liao, M.-L., (1997) Carbohydr. Res., 299, pp. 229-243
- Usov, A.I., Ivanova, E.G., (1992) Bioorg. Khim., 18, pp. 1108-1116
- Humphlett, W.J., (1967) Carbohydr. Res., 4, pp. 157-164
- Chizhov, O.S., Zolotarev, B.M., Usov, A.I., Richter, M.A., Kochetkov, N.K., (1971) Carbohydr. Res., 16, pp. 29-38
- Falshaw, R., Furneaux, R.H., (1995) Carbohydr. Res., 269, pp. 183-189
- Anderson, N.S., Dolan, T.C.S., Rees, D.A., (1967) J. Chem. Soc., pp. 596-601
- Wolfrom, M.L., Wood, H.B., (1951) J. Am. Chem. Soc., 73, pp. 730-733
- Lehrfeld, J., (1985) Anal. Chem., 57, pp. 346-348
- Lewis, B.A., Smith, F., Stephen, A.M., (1963) Methods Carbohydr. Chem., 2, pp. 172-188
Citas:
---------- APA ----------
Errea, M., Ciancia, M., Matulewicz, M. & Cerezo, A.
(1998)
. Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates. Carbohydrate Research, 311(4), 235-238.
http://dx.doi.org/10.1016/S0008-6215(98)00215-8---------- CHICAGO ----------
Errea, M., Ciancia, M., Matulewicz, M., Cerezo, A.
"Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates"
. Carbohydrate Research 311, no. 4
(1998) : 235-238.
http://dx.doi.org/10.1016/S0008-6215(98)00215-8---------- MLA ----------
Errea, M., Ciancia, M., Matulewicz, M., Cerezo, A.
"Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates"
. Carbohydrate Research, vol. 311, no. 4, 1998, pp. 235-238.
http://dx.doi.org/10.1016/S0008-6215(98)00215-8---------- VANCOUVER ----------
Errea, M., Ciancia, M., Matulewicz, M., Cerezo, A. Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates. Carbohydr. Res. 1998;311(4):235-238.
http://dx.doi.org/10.1016/S0008-6215(98)00215-8