Ribonucleosides for an artificially expanded genetic information system.
J Org Chem
; 79(7): 3194-9, 2014 Apr 04.
Article
em En
| MEDLINE
| ID: mdl-24597611
ABSTRACT
Rearranging hydrogen bonding groups adds nucleobases to an artificially expanded genetic information system (AEGIS), pairing orthogonally to standard nucleotides. We report here a large-scale synthesis of the AEGIS nucleotide carrying 2-amino-3-nitropyridin-6-one (trivially Z) via Heck coupling and a hydroboration/oxidation sequence. RiboZ is more stable against epimerization than its 2'-deoxyribo analogue. Further, T7 RNA polymerase incorporates ZTP opposite its Watson-Crick complement, imidazo[1,2-a]-1,3,5-triazin-4(8H)one (trivially P), laying grounds for using this "second-generation" AEGIS ZP pair to add amino acids encoded by mRNA.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Piridinas
/
Ribonucleosídeos
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Triazinas
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Proteínas Virais
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Boroidretos
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RNA Polimerases Dirigidas por DNA
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RNA Mensageiro
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Aminoácidos
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Imidazóis
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Nucleosídeos
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2014
Tipo de documento:
Article
País de afiliação:
Estados Unidos