DNA-catalyzed organic transfer reaction for sequence-specific DNA-detection

ORGN 153

Tom N. Grossmann, tom.grossmann@gmx.de and Oliver Seitz. Department of Chemistry, Humboldt University, Berlin, Brook-Taylor-Str. 2, Berlin, D-12489, Germany
DNA-templated reactions are emerging as a general approach to control the reactivity of synthetic molecules by modulating the effective molarity. DNA templates align the reactive groups of these molecules to allow fast and selective reactions at reactant concentrations that are much lower than those required for conventional synthesis. A central issue in DNA-templated synthesis is the design of reactions using the DNA-template as catalyst. So far, approaches suffer from fast off template reactions or increased affinity of the product to the DNA-template, preventing high catalytic activity. Catalysis would support signal amplification and enable highly sensitive DNA-detection. We present the DNA-catalyzed transfer of a reporter group (red) from a donating (1) to an accepting (2) PNA-probe, generating high catalytic turnover numbers in a sequence-specific manner (Grossmann, T. N.; Seitz, O. J. Am. Chem. Soc. 2006, 128, 15596-15597). The demonstrated transfer of a quencher group was designed to switch on emission of a fluorescein dye (orange) while switching off emission of a rhodamine dye (blue). This DNA-catalyzed transfer is a new concept and the first reaction to combine high catalytic activity of the DNA-template with useful reaction yields and low background.

 

Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007