Abstract:
D-Galactofuranosyl units (Galf), mainly in the β-configuration, are constituents of infectious microorganisms, such as the Mycobacteria, trypanosomatids like Trypanosoma cruzi and Leishmania, and fungi like Aspergillus fumigatus. Several chemical syntheses of the Galf nucleotide have been reported. Recently, an effective chemoenzymatic procedure for the preparation of UDP-Galf was described in detail. The chemical and enzymatic methods start with α-D-Galf phosphate, prepared for the first time by Lederkremer et al. Starting from α-D-[6-3H]-Galf phosphate, the radioactive nucleotide, useful for metabolic studies, was chemically synthesized. © 2014 by Taylor & Francis Group, LLC.
Registro:
| Documento: |
Parte de libro
|
| Título: | Synthesis of α-D-galactofuranosyl phosphate |
| Autor: | Marino, C.; Attorresi, C.; Miranda, S.; de Lederkremer, R.M. |
| Filiación: | CIHIDECAR-CONICET, Departamento de Química Orgánica, Universidad de Buenos Aires, Buenos Aires, Argentina
Instituto de Química Orgánica General (IQOG-CSIC), Madrid, Spain
|
| Año: | 2014
|
| Volumen: | 2
|
| Página de inicio: | 223
|
| Página de fin: | 230
|
| DOI: |
http://dx.doi.org/10.1201/b16602 |
| Título revista: | Carbohydrate Chemistry: Proven Synthetic Methods
|
| Título revista abreviado: | Carbohydr. Chemistry: Proven Synthetic Methods
|
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_97814398_v2_n_p223_Marino |
Referencias:
- Crick, D.C., Mahapatra, S., Brennan, P.J., (2001) Glycobiology, 11, pp. 107R-118
- Alderwick, L.J., Radmacher, E., Seidel, M., Gande, R., Hitchen, P.G., Morris, H.R., Dell, A., Besra, G.S., (2005) J. Biol. Chem., 280, pp. 32362-32371
- Bhamidi, S., Scherman, M.S., Rithner, C.D., Prenni, J.E., Chatterjee, D., Khoo, K.H., McNeil, M.R., (2008) J. Biol. Chem., 283, pp. 12992-13000
- Lederkremer, R.M., Casal, O.L., Alves, M.J.M., Colli, W., (1980) FEBS Lett., 116, pp. 25-29
- Agusti, R., Lederkremer, R.L., (2009) Adv. Carbohydr. Chem. Biochem., 62, pp. 311-366
- Turco, S.J., Descoteaux, A., (1992) Annu. Rev. Microbiol., 46, pp. 65-94
- McConville, M.J., Collidge, T.A., Ferguson, M.A., Schneider, P., (1993) J. Biol. Chem., 268, pp. 15595-15604
- Latge, J.P., (2009) Med. Mycol., 47, pp. 104-109
- Zhang, Q., Liu, H.-W., (2000) J. Am. Chem. Soc., 122, pp. 9065-9070
- Tsvetkov, Y.E., Nikolaev, A.V., (2000) J. Chem. Soc. Perkin Trans., 1, pp. 889-912
- Marlow, A.L., Kiessling, L.L., (2001) Organic Lett., 3, pp. 2517-2519
- Poulin, M.B., Lowary, T.L., (2010) Methods Enzymol., 478, pp. 389-411
- Lederkremer, R.M., Nahmad, V., Varela, O., (1994) J. Org. Chem., 59, pp. 690-692
- Mariño, K., Marino, C., Lima, C., Baldoni, L., Lederkremer, R.M., (2005) Eur. J. Org. Chem., pp. 2958-2964
- Marino, C., Gallo-Rodriguez, C., Lederkremer, R.M., (2012) Carbohydrate Chemistry: Proven Synthetic Methods, 1, pp. 231-238. , Kováč, P., Ed
Citas:
---------- APA ----------
Marino, C., Attorresi, C., Miranda, S. & de Lederkremer, R.M.
(2014)
. Synthesis of α-D-galactofuranosyl phosphate. Carbohydrate Chemistry: Proven Synthetic Methods, 2, 223-230.
http://dx.doi.org/10.1201/b16602---------- CHICAGO ----------
Marino, C., Attorresi, C., Miranda, S., de Lederkremer, R.M.
"Synthesis of α-D-galactofuranosyl phosphate"
. Carbohydrate Chemistry: Proven Synthetic Methods 2
(2014) : 223-230.
http://dx.doi.org/10.1201/b16602---------- MLA ----------
Marino, C., Attorresi, C., Miranda, S., de Lederkremer, R.M.
"Synthesis of α-D-galactofuranosyl phosphate"
. Carbohydrate Chemistry: Proven Synthetic Methods, vol. 2, 2014, pp. 223-230.
http://dx.doi.org/10.1201/b16602---------- VANCOUVER ----------
Marino, C., Attorresi, C., Miranda, S., de Lederkremer, R.M. Synthesis of α-D-galactofuranosyl phosphate. Carbohydr. Chemistry: Proven Synthetic Methods. 2014;2:223-230.
http://dx.doi.org/10.1201/b16602