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- Title
Photolabile Protecting Groups for Nitroxide Spin Labels.
- Authors
Seven, Ibrahim; Weinrich, Timo; Gränz, Markus; Grünewald, Christian; Brüß, Silke; Krstić, Ivan; Prisner, Thomas F.; Heckel, Alexander; Göbel, Michael W.
- Abstract
Nitroxide spin labels can be protected against critical conditions of DNA/RNA or peptide synthesis by reduction and alkylation with light-sensitive groups such as nitrobenzyl- or aminocoumarins. High chemical stability qualifies tetraethylisoindoline 5 and, with some restrictions, (2,2,6,6-tetramethylpiperidin-1-yl)oxy (TEMPO) precursor 4 as building blocks for spin-labeled biopolymers. The yield of recovered nitroxides (80-95 %) is sufficient for PELDOR experiments. A protected TEMPO phosphoramidite was successfully used to synthesize a short spin-labeled DNA with high yield and purity.
- Subjects
NITROXIDES; SPIN labels; PEPTIDE synthesis; ALKYLATION; BIOPOLYMERS
- Publication
European Journal of Organic Chemistry, 2014, Vol 2014, Issue 19, p4037
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201301692