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Título

Fructose-6-phosphate aldolase in organic synthesis: preparation of D-fagomine, N-alkylated derivatives, and preliminary biological assays

AutorCastillo Expósito, José A.; Calveras Ibáñez, Jordi; Casas Brugulat, Josefina; Mitjans, Montserrat; Vinardell, M. Pilar; Parella, Teodor; Inoue, Tomoyuki; Sprenger, Georg A.; Joglar Tamargo, Jesús; Clapés Saborit, Pere
Palabras claveFSA
DHA
Fecha de publicación29-nov-2006
EditorAmerican Chemical Society
CitaciónOrganic Letters 8(26): 6067-6070 (2006)
ResumenD-Fructose-6-phosphate aldolase (FSA) mediates a novel straightforward two-step chemo-enzymatic synthesis of D-fagomine and some of its N-alkylated derivatives in 51% isolated yield and 99% de. The key step is the FSA-catalyzed aldol addition of simple dihydroxyacetone (DHA) to N-Cbz-3-aminopropanal. The use of FSA greatly simplifies the enzymatic procedures that used dihydroxyacetonephosphate or DHA/esters.tives synthesized elicited antifungal and antibacterial activity as well as enhanced inhibitory activity, and selectivity against β-galactosidase and α-glucosidase.
Descripción4 pages, 2 figures.-- PMID: 17165931 [PubMed].-- Printed version published Dec 21, 2006.
Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/ol0625482
Versión del editorhttp://dx.doi.org/10.1021/ol0625482
URIhttp://hdl.handle.net/10261/14529
DOI10.1021/ol0625482
ISSN1523-7060
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