Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae
| Type of Publication: | Journal article |
| URI (citable link): | http://nbn-resolving.de/urn:nbn:de:bsz:352-opus-48820 |
| Author: | Smirnova, Julia; Wöll, Dominik Florian; Pfleiderer, Wolfgang; Steiner, Ulrich |
| Year of publication: | 2005 |
| Published in: | Helvetica Chimica Acta ; 88 (2005), 4. - pp. 891-904. - ISSN 0018-019X. - eISSN 1522-2675 |
| DOI (citable link): | https://dx.doi.org/10.1002/hlca.200590067 |
| Summary: |
Based on the [2-(2-nitrophenyl)propoxy]carbonyl (nppoc) group, six new photolabile protecting groups (2, 8, 9b, 16b, 25b, and 26), each covalently linked to a 9H-thioxanthen-9-one (Tx) unit functioning as an intramolecular triplet sensitizer, were synthesized. Linkers were introduced between the Me group or the aromatic ring of nppoc and the 2-position of Tx by means of classical organic synthesis combined with Pd catalyzed CC coupling reactions. The new photolabile protecting groups to be used in light-directed synthesis of DNA chips were attached to the 5-O-atom of thymidine via a carbonate linkage, giving rise to the caged nucleosides 7, 11, 13, 19, 20, and 30.
|
| Subject (DDC): | 540 Chemistry |
| Link to License: | Attribution-NonCommercial-NoDerivs 2.0 Generic |
| Bibliography of Konstanz: | Yes |
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SMIRNOVA, Julia, Dominik Florian WÖLL, Wolfgang PFLEIDERER, Ulrich STEINER, 2005. Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae. In: Helvetica Chimica Acta. 88(4), pp. 891-904. ISSN 0018-019X. eISSN 1522-2675. Available under: doi: 10.1002/hlca.200590067
@article{Smirnova2005Synth-9717, title={Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae}, year={2005}, doi={10.1002/hlca.200590067}, number={4}, volume={88}, issn={0018-019X}, journal={Helvetica Chimica Acta}, pages={891--904}, author={Smirnova, Julia and Wöll, Dominik Florian and Pfleiderer, Wolfgang and Steiner, Ulrich} }
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