Abstract:
Positive ion fast-atom bombardment mass spectra of brassinosteroid analogs have been systematically obtained for the first time. The spectra of six brassinosteroid analogs and their corresponding 22S,23S isomers included the protonated molecule in medium to high relative intensity. The fragmentation pattern is dominated by side chain cleavage. There is a marked preferential loss of acetic acid from the [M + H]+ ion of 5α-hydrogen-3β- acetylated derivatives compared to the 5α-hydroxy-3β-acetylated analogs.
Registro:
Documento: |
Artículo
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Título: | Fast-atom bombardment mass spectrometry of brassinosteroid analogs |
Autor: | Caballero, G.M.; Gros, E.G.; Centurión, O.T.; Galagovsky, L.R. |
Filiación: | Depto. de Quimica Organica and L., Fac. de Cie. Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina Depto. de Quimica Orgánica, Universidad de Buenos Aires, Pabellon, Ciudad Universitaria, Buenos Aires, Argentina LANAIS-EMAR (UBA-CONICET), Fac. de Cie. Exactas y Naturales, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina
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Palabras clave: | brassinosteroid; steroid; unclassified drug; article; fast atom bombardment mass spectrometry; isomerism; plant growth; reaction analysis; stereochemistry; steroid analysis; steroid metabolism |
Año: | 1997
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Volumen: | 8
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Número: | 3
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Página de inicio: | 270
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Página de fin: | 274
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DOI: |
http://dx.doi.org/10.1016/S1044-0305(96)00234-6 |
Título revista: | Journal of the American Society for Mass Spectrometry
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Título revista abreviado: | J. AM. SOC. MASS SPECTROM.
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ISSN: | 10440305
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CODEN: | JAMSE
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10440305_v8_n3_p270_Caballero |
Referencias:
- Cutler, H.G., Yokota, T., Adam, G., (1991) Brassinosteroids: Chemistry, Bioactivity and Applications, , American Chemical Society: Washington, DC
- Russell, D.W., (1996) Science, 272, pp. 370-371
- Mandava, N.B., (1988) Ann. Rev. Plant Physiol. Plant Mol. Biol., 39, pp. 22-52
- Takatsuto, S., Yazawa, N., Ikekawa, N., Takematsu, T., Takeuchi, Y., Koguchi, M., (1983) Photochemistry, 22, pp. 2437-2441
- Kim, S.K., Yokota, T., Takahashi, N.J., (1994) Plant Biol., 37, pp. 411-415
- Yokota, T., Arima, M., Takahashi, N., Crozier, A., (1985) Phytochemistry, 24, pp. 1333-1335
- Takatsuto, S., Ikekawa, N., (1986) Chem. Pharm. Bull, 34, pp. 3435-3439
- Takatsuto, S., Ying, B., Morisaki, M., Ikekawa, N., (1982) J. Chromatogr., 239, pp. 233-241
- Takatsuto, S., (1994) J. Chromatogr. A, 658, pp. 3-15. , and references cited therein
- Schmidt, J., Vorbrodt, H.-M., Adam, G., (1986) Biomed. Environ. Mass Spectrom., 13, pp. 663-666
- Yokota, T., Arima, M., Takahashi, N., (1982) Tetrahedron Lett., 23, pp. 1275-1278
- Yokota, T., Baba, J., Takahashi, N., (1982) Tetrahedron Lett., 23, pp. 4965-4966
- Johnson, R.A., Sharpless, K.B., (1993) Catalytic Asymmetric Synthesis, p. 227. , Ojima, I., Ed.; VCH: New York
- Norrby, P., Kolb, H.C., Sharpless, K.B., (1994) J. Am. Chem. Soc., 116, pp. 8470-8478
- Ando, T., Aburatani, M., Koseki, N., Asakawa, S., Mouri, T., Abe, H., (1993) Magn. Res. Chem., 31, pp. 94-99
- Porzel, A., Marquardt, V., Adam, G., Massiot, G., Zeigan, D., (1992) Magn. Res. Chem., 30, pp. 651-657
- Sakakibara, M., Mori, K., (1982) Agric. Biol. Chem., 46, pp. 2769-2779
- Takatsuto, S., Ikekawa, N., (1982) Chem. Pharm. Bull., 30, pp. 4181-4185
- Hai, T., Schneider, B., Porzel, A., Adam, G., (1996) Phytochemistry, 41, pp. 197-201
- Budzikiewicz, H., Djerassi, C., Williams, D.H., (1964) Structure Elucidation of Natural Products by Mass Spectrometry, 2, p. 98. , Holden-Day: San Francisco
Citas:
---------- APA ----------
Caballero, G.M., Gros, E.G., Centurión, O.T. & Galagovsky, L.R.
(1997)
. Fast-atom bombardment mass spectrometry of brassinosteroid analogs. Journal of the American Society for Mass Spectrometry, 8(3), 270-274.
http://dx.doi.org/10.1016/S1044-0305(96)00234-6---------- CHICAGO ----------
Caballero, G.M., Gros, E.G., Centurión, O.T., Galagovsky, L.R.
"Fast-atom bombardment mass spectrometry of brassinosteroid analogs"
. Journal of the American Society for Mass Spectrometry 8, no. 3
(1997) : 270-274.
http://dx.doi.org/10.1016/S1044-0305(96)00234-6---------- MLA ----------
Caballero, G.M., Gros, E.G., Centurión, O.T., Galagovsky, L.R.
"Fast-atom bombardment mass spectrometry of brassinosteroid analogs"
. Journal of the American Society for Mass Spectrometry, vol. 8, no. 3, 1997, pp. 270-274.
http://dx.doi.org/10.1016/S1044-0305(96)00234-6---------- VANCOUVER ----------
Caballero, G.M., Gros, E.G., Centurión, O.T., Galagovsky, L.R. Fast-atom bombardment mass spectrometry of brassinosteroid analogs. J. AM. SOC. MASS SPECTROM. 1997;8(3):270-274.
http://dx.doi.org/10.1016/S1044-0305(96)00234-6