Título:
Synthesis of chiral acyclic pyrimidine nucleoside analogues from DHAP-dependent aldolases
Otros títulos:
Coordinador:
Director:
Compilador:
Autor:
Nigro, Mariano
Sánchez-Moreno, Israél
Benito-Arenas, Raúl
Valino, Ana L.
Iribarren, Adolfo M.
Veiga, Nicolás
García-Juneda, Eduardo
Lewkowicz, Elizabeth, S.
Sánchez-Moreno, Israél
Benito-Arenas, Raúl
Valino, Ana L.
Iribarren, Adolfo M.
Veiga, Nicolás
García-Juneda, Eduardo
Lewkowicz, Elizabeth, S.
Tutor:
Tipo de documento:
Artículo
Editor:
Palabras clave:
Descriptores:
BIOCATALISIS
FARMACOLOGIA
ALDOLASAS
FARMACOLOGIA
ALDOLASAS
Año de publicación:
2024
Contenido:
Resumen:
Dihydroxyacetone phosphate (DHAP)-dependent aldolases catalyze the aldol addition of DHAP to a variety of aldehydes and generate compounds with two stereocenters. This reaction is useful to synthesize chiral acyclic nucleosides, which constitute a well-known class of antiviral drugs currently used. In such compounds, the chirality of the aliphatic chain, which mimics the open pentose residue, is crucial for activity. In this work, three DHAP-dependent aldolases: fructose- 1,6-biphosphate aldolase from rabbit muscle, rhanmulose-1-phosphate aldolase from Thermotoga maritima, and fuculose-1-phosphate aldolase from Escherichia coli, were used as biocatalysts. Aldehyde derivatives of thymine and cytosine were used as acceptor substrates, generating new acyclic nucleoside analogues containing two new stereocenters with conversion yields between 70% and 90%. Moreover, structural analyses by molecular docking were carried out to gain insights into the diasteromeric excess observed.
Descripción:
metadata.articulos.dc.description.uri:
Editorial:
MDPI
EN:
Biomolecules. 2024 14(7), e750
Financiadores:
Citación:
Nigro, M, Sánchez-Moreno, I, Benito-Arenas, R, Valino, A, Iribarren, A, Veiga, N, García-Juneda, E y Lewkowicz, E. "Synthesis of chiral acyclic pyrimidine nucleoside analogues from DHAP-dependent aldolases". Biomolecules [en línea] 2024 14(7), e750
Citación:
metadata.articulos.cc.license.name:
ISBN:
e-ISBN:
ISSN:
ISMN:
Otros identificadores:
Cobertura geográfica:
Cobertura temporal:
Departamento académico:
Grupo de investigación:
Licencia:
Licencia Creative Commons Atribución (CC - By 4.0)
Colecciones:
| Ficheros | Descripción | Tamaño | Formato | ||
|---|---|---|---|---|---|
| Synthesis of chiral acyclic pyrimidine nucleoside analogues.pdf | Artículo | 3.51 MB | Adobe PDF |