Synthesis and biological evaluation of non-isomerizable analogues of Ala-tRNA(Ala).
Org Biomol Chem
; 11(36): 6161-9, 2013 Sep 28.
Article
em En
| MEDLINE
| ID: mdl-23925523
ABSTRACT
Aminoacyl-tRNAs serve as amino acid donors in many reactions in addition to protein synthesis by the ribosome, including synthesis of the peptidoglycan network in the cell wall of bacterial pathogens. Synthesis of analogs of aminoacylated tRNAs is critical to further improve the mechanism of these reactions. Here we have described the synthesis of two non-isomerizable analogues of Ala-tRNA(Ala) containing an amide bond instead of the isomerizable ester that connects the amino acid with the terminal adenosine in the natural substrate. The non-isomerizable 2' and 3' regioisomers were not used as substrates by FemX(Wv), an alanyl-transferase essential for peptidoglycan synthesis, but inhibited this enzyme with IC50 of 5.8 and 5.5 µM, respectively.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
RNA de Transferência de Alanina
/
Transferases de Grupos Nitrogenados
/
Inibidores Enzimáticos
Idioma:
En
Revista:
Org Biomol Chem
Ano de publicação:
2013
Tipo de documento:
Article