Publikation:

Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae

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Datum

2005

Autor:innen

Smirnova, Julia

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http://nbn-resolving.de/urn:nbn:de:bsz:352-opus-48820
DOI (zitierfähiger Link)
https://doi.org/10.1002/hlca.200590067
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Attribution-NonCommercial-NoDerivs 2.0 Generic

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Helvetica Chimica Acta. 2005, 88(4), pp. 891-904. ISSN 0018-019X. eISSN 1522-2675. Available under: doi: 10.1002/hlca.200590067

Zusammenfassung

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.

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540 Chemie

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ISO 690SMIRNOVA, Julia, Dominik WÖLL, Wolfgang PFLEIDERER, Ulrich STEINER, 2005. Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae. In: Helvetica Chimica Acta. 2005, 88(4), pp. 891-904. ISSN 0018-019X. eISSN 1522-2675. Available under: doi: 10.1002/hlca.200590067
BibTex
@article{Smirnova2005Synth-9717,
  year={2005},
  doi={10.1002/hlca.200590067},
  title={Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae},
  number={4},
  volume={88},
  issn={0018-019X},
  journal={Helvetica Chimica Acta},
  pages={891--904},
  author={Smirnova, Julia and Wöll, Dominik and Pfleiderer, Wolfgang and Steiner, Ulrich}
}
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