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Synthesis of Wavelength-shifting DNA Hybridization Probes by Using Photostable Cyanine Dyes
Published on: July 6, 2016
A solid-phase click2 strategy for chromophore-DNA conjugates and their application as a light harvesting system
Andreas J Schmidt1, Annabel M L Knispel1, Hans-Achim Wagenknecht1
1Karlsruhe Institute of Technology (KIT), Institute of Organic Chemistry, Fritz-Haber-Weg 6, Karlsruhe 76131, Germany. wagenknecht@kit.edu.
None:
A stepwise and orthogonal approach of two independent click reactions directly on the solid phase gives easy access to doubly modified DNA. Firstly, 5'-ethynyl-2'-deoxyuridine reacts directly with an azide-modified porphyrin; secondly, 5'-azido-2'-deoxyuridine is generated in situ from 5'-iodo-2'-deoxyuridine, which enables a click reaction with an alkyne-functionalized pyrene. The doubly modified DNA was characterized as a light-harvesting system.
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