Abstract:
With the aim of developing synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of d-Manp, d-Galf, and β-d-Galf-(1→3)-d-Manp was targeted. The interest in the alkenyl aglycone arises via potential conjugation reactions, once the terminal double bond has been conveniently functionalized. The glycosylation of β-d-Galf-(1→3)-d-Manp was attempted by two different approaches: the trichloroacetimidate method and the glycosylation via the glycosyl iodide. The conditions for the latter were established on the basis of glycosylation assays of per-O-acetylmannose. On the other hand, the study of glycosylation reactions via per-O-benzoylated galactofuranosyl iodide confirms the versatility of glycosyl iodides as donors.
Registro:
Documento: |
Artículo
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Título: | Synthetic tools for the characterization of galactofuranosyl transferases: Glycosylations via acylated glycosyl iodides |
Autor: | Baldoni, L.; Marino, C. |
Filiación: | CIHIDECAR-CONICET, Departamento de Química Orgánica, Universidad de Buenos Aires, Buenos Aires 1428, Argentina
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Palabras clave: | Galactofuranosyl transferases; Mannopyranosyl iodide; per-O-Benzoylated-galactofuranosyl iodide; per-O-tert-Butyldimethylsilyl-β-d-galactofuranose; Functionalized; Galactofuranosyl transferases; Glycosylation assay; Glycosylation reactions; Mannopyranosyl iodide; per-O-Benzoylated-galactofuranosyl iodide; Terminal double bonds; Trichloroacetimidate; Enzymes; Esterification; Glycosylation; galactofuranosyl transferase; glycosyl iodide; iodide; pyranoside; transferase; trichloroacetimidic acid; unclassified drug; acylation; article; enzyme assay; glycosylation; priority journal; proton nuclear magnetic resonance; reaction analysis; Acylation; Carbohydrate Conformation; Galactosyltransferases; Glycosides; Glycosylation; Iodides |
Año: | 2013
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Volumen: | 374
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Página de inicio: | 75
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Página de fin: | 81
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DOI: |
http://dx.doi.org/10.1016/j.carres.2013.03.032 |
Título revista: | Carbohydrate Research
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Título revista abreviado: | Carbohydr. Res.
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ISSN: | 00086215
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CODEN: | CRBRA
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CAS: | iodide, 20461-54-5; transferase, 9047-61-4; Galactosyltransferases, 2.4.1.-; Glycosides; Iodides
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v374_n_p75_Baldoni |
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Citas:
---------- APA ----------
Baldoni, L. & Marino, C.
(2013)
. Synthetic tools for the characterization of galactofuranosyl transferases: Glycosylations via acylated glycosyl iodides. Carbohydrate Research, 374, 75-81.
http://dx.doi.org/10.1016/j.carres.2013.03.032---------- CHICAGO ----------
Baldoni, L., Marino, C.
"Synthetic tools for the characterization of galactofuranosyl transferases: Glycosylations via acylated glycosyl iodides"
. Carbohydrate Research 374
(2013) : 75-81.
http://dx.doi.org/10.1016/j.carres.2013.03.032---------- MLA ----------
Baldoni, L., Marino, C.
"Synthetic tools for the characterization of galactofuranosyl transferases: Glycosylations via acylated glycosyl iodides"
. Carbohydrate Research, vol. 374, 2013, pp. 75-81.
http://dx.doi.org/10.1016/j.carres.2013.03.032---------- VANCOUVER ----------
Baldoni, L., Marino, C. Synthetic tools for the characterization of galactofuranosyl transferases: Glycosylations via acylated glycosyl iodides. Carbohydr. Res. 2013;374:75-81.
http://dx.doi.org/10.1016/j.carres.2013.03.032