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A photocaged diene is introduced at the 5′-end of oligonucleotides using the H-phosphonate approach. The photoenol-functionalized DNA is subsequently employed for the conjugation to a protein and the spatially controlled immobilization onto surfaces using a light-induced Diels-Alder cycloaddition. Fully functional protein-DNA conjugates and patterned DNA surfaces are obtained under mild irradiation conditions. © 2016 The Royal Society of Chemistry

Photo-induced chemistry for the design of oligonucleotide conjugates and surfaces