Efficient preparation of organic substrate-RNA conjugates via in vitro transcription.
J Am Chem Soc
; 127(25): 9271-6, 2005 Jun 29.
Article
em En
| MEDLINE
| ID: mdl-15969609
ABSTRACT
A concise synthetic way has been developed for the preparation of guanosine monophosphate derivatives carrying a decaethylene glycol spacer at their 5'-oxygen to which are attached a range of organic substrates. The four different compounds, prepared via a convergent synthetic strategy, carry a tethered benzylallyl ether residue (1a), an anthracene (1b), a benzyl carbamate residue (1c), or a primary amino group (1d), respectively. All four compounds have been successfully incorporated at the 5'-end of a 25-mer long RNA transcript via T7 RNA polymerase, and no inhibition of chain elongation could be observed. Under proper conditions, 1a and 1b can be incorporated up to 90-95% and 1c up to 68%. The amino-terminated initiator 1d is incorporated less efficiently although still up to 49%. These results show that the more hydrophobic the guanosine monophosphate derivative is, the higher is its enzymatic incorporation.
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Base de dados:
MEDLINE
Assunto principal:
RNA
/
Guanosina Monofosfato
Idioma:
En
Ano de publicação:
2005
Tipo de documento:
Article
País de afiliação:
Alemanha