Synthesis and Enzymatic Incorporation of Modified Deoxyadenosine Triphosphates

Abstract

Several deoxyadenosine triphosphates containing modifications at the 8-position have been synthesized. Suitably protected 8-bromodeoxyadenosines were coupled with five imidazole-containing moieties by nucleophilic aromatic substitution or Sonagashira coupling to give modified nucleosides that were then triphosphorylated. Incorporation assays were performed for these modified residues with many com-

A Highly Selective DNAzyme Sensor for Mercuric Ions

“…Finally, to show that catalysis depended on the specific histaminyl linkage, we replaced dA im TP with dA hom TP (see the Supporting Information), which is a close chemical analogue of dA im TP in which the ethylamino linker connecting the histaminyl moiety to the adenine is slightly elongated by one methylene unit borne on the propylamino side chain. [47] Such a minor change in the chemical environ- ment of the dA im TP led to a dramatic suppression in catalysis, which suggests not only that modified dNTPs expand new chemical space to afford new activities, but also that the resulting species represent finely tuned catalytic systems that are intolerant of even the most conservative of modifications.…”

Polymerize it all! A critical review

“…. Moreover, Sequenase has proven to be more tolerant to rather arduous modifications such as 8-substituted dATP analogues (1 in Figure 2), which are known to be poor substrates for most polymerases [22][23][24][25] . Similarly, the 9°N m and Vent (exo [28][29][30] .…”

A densely modified M2+-independent DNAzyme that cleaves RNA efficiently with multiple catalytic turnover

“…DNA oligonucleotides and chemically modified triphosphates. dA im TP and dU ga TP were synthesized according to literature precedent, 71 , 82 and dC aa TP was obtained from Trilink. Oligonucleotides were purchased from Integrated DNA Technologies (IDT), and purified by denaturing (7 M urea) 10 or 20% polyacrylamide gel electrophoresis (PAGE) before use.…”