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. 2007 Dec 5;129(48):14933-8.
doi: 10.1021/ja074155j. Epub 2007 Nov 10.

Development and initial application of a hybridization-independent, DNA-encoded reaction discovery system compatible with organic solvents

Mary M Rozenman  1 , Matthew W Kanan, David R Liu
Affiliations

Development and initial application of a hybridization-independent, DNA-encoded reaction discovery system compatible with organic solvents

Mary M Rozenman et al. J Am Chem Soc. .

Abstract

We have developed and applied an approach to reaction discovery that takes advantage of DNA encoding, DNA-programmed assembly of substrate pairs, in vitro selection, and PCR amplification, yet does not require reaction conditions that support DNA hybridization. This system allows the simultaneous evaluation of >200 potential bond-forming combinations of substrates in a single experiment and can be applied in a range of solvent and temperature conditions. In an initial application, we applied this system to explore Au(III)-mediated chemistry and uncovered a simple, mild method for the selective Markovnikov-type hydroarylation of vinyl arenes and trisubstituted olefins with indoles.

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Figures

Figure 1
Figure 1
DNA hybridization-dependent (a) and DNA hybridization-independent (b) systems for reaction discovery. The modular assembly strategy for the hybridization-independent system is shown in (c).
Figure 2
Figure 2
A one-pot selection and analysis method for the detection of bond-forming reactions between DNA-linked small-molecule substrates.
Figure 3
Figure 3
Substrates used in this work and microarray analysis of selection experiments carried out after exposure to reactions conditions listed under each array. Green spots suggest bond formation between corresponding substrates.
See this image and copyright information in PMC

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