CARELL GROUP – Epigenetic Tools

Novel Phosphoramidites of New Epigenetic Cytosin Bases


Thomas Carell

Curriculum Vitae

To study the function of the epigenetically important bases (1-4), it is of utmost importance to have efficient methods that enable the synthesis of DNA oligomers containing the epigenetic bases at defined sequence positions. Since 2010, the Carell Group has been involved in developing phosphoramidites of the epigenetic bases which couple with superior efficiency. Our new building blocks provide DNA in excellent purity with unrivaled yields. Furthermore, no side reactions are observed and mild deprotection conditions prevent oxidative or reductive lesions.


M. Münzel, D. Globisch, C. Trindler, T. Carell, Org Lett. 2010, 12, 5671-5673.
Efficient Synthesis of 5-Hydroxymethylcytosine Containing DNA

1. hmdC phosphoramidite

2. fdC phosphoramidite

A.S. Schröder, J. Steinbacher, B. Steigenberger, F.A. Gnerlich, S. Schiesser, T. Pfaffeneder, T. Carell, Angew Chem Int Ed Engl. 2014, 53, 315-8 (selected as Hot-Paper)
Synthesis of a DNA Promoter Segment Containing All Four Epigenetic Nucleosides: 5-Methyl-, 5-Hydroxymethyl-, 5-Formyl-, and 5-Carboxy-2’-Deoxycytidine

3. cadC phosphoramidite

M. Münzel, U. Lischke, D. Stathis, T. Pfaffeneder, F. A. Gnerlich, C. A. Deiml, S. C. Koch, K. Karaghiosoff, T. CarellChemistry. 2011, 17, 13782-13788.)
Improved Synthesis and Mutagenicity of Oligonucleotides Containing 5-Hydroxymethylcytosine, 5-Formylcytosine and 5-Carboxylcytosine.

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