15648-73-4Relevant academic research and scientific papers
Facile synthesis of N -acyl-aminoacyl-pCpA for preparation of mischarged fully ribo tRNA
Kwiatkowski, Marek,Wang, Jinfan,Forster, Anthony C.
, p. 2086 - 2091 (2014)
Chemical synthesis of N-acyl-aminoacyl-pdCpA and its ligation to tRNAminus CA is widely used for the preparation of unnatural aminoacyl-tRNA substrates for ribosomal translation. However, the presence of the unnatural deoxyribose can decrease incorporation yield in translation and there is no straightforward method for chemical synthesis of the natural ribo version. Here, we show that pCpA is surprisingly stable to treatment with strong organic bases provided that anhydrous conditions are used. This allowed development of a facile method for chemical aminoacylation of pCpA. Preparative synthesis of pCpA was also simplified by using t-butyl-dithiomethyl protecting group methodology, and a more reliable pCpA postpurification treatment method was developed. Such aminoacyl-pCpA analogues ligated to tRNAminus CA transcripts are highly active in a purified translation system, demonstrating utility of our synthetic method.
PREPARATION OF 2'(3')-O-Acyl-pCpA DERIVATIVES AS SUBSTRATES FOR T4 RNA LIGASE-MEDIATED "CHEMICAL AMINOACILATION"
Heckler, T.G.,Chang, L.H.,Zama, Y.,Naka, T.,Hecht, S.M.
, p. 87 - 94 (2007/10/02)
The synthesis of 2'(3')-O-(amino)acyl-pCpA derivatives is described and the products are characterized chemically and as substrates for T4 RNA ligase in the presence of E.coli tRNAPhe-COH.The modified (N-acetylamino)acyl-tRNA's so derived are characterized by their chromatographic and biochemical properties, and by their ability to act as P-site t-RNA donors in the peptidyltransferase reaction.
