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New amino-nitroxide spin labels

โœ Scribed by Ileana Dragutan; Agneta Caragheorgheopol; Filip Chiraleu; Rolf J. Mehlhorn


Book ID
103992350
Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
624 KB
Volume
4
Category
Article
ISSN
0968-0896

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โœฆ Synopsis


Stable free mono-and diradicals containing reactive primary or secondary amino groups in the side-chain have been synthesized by transesterification of amino-substituted esters with paramagnetic alcohols or from spinqabeled acid derivatives and amines. In the second approach the new radical 18 (1-oxyl-3-(2-bromoethoxycarbonyl)-2,2,5,5-tetramethylpyrroline) is proposed as an efficient alkylating species. The nitroxides described are pH-sensitive spin probes and spin labels potentially useful for a diversity of ESR applications in chemistry and biology. New spin-labeled tyramine 16 (N-(1-oxyl-3-carbonyl-2,2,5,5-tetramethylpyrroline)tyramine) was successfully employed in a novel assay of protein oxidative damage.


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## Abstract Nitroxide spin labels can be protected against critical conditions of DNA/RNA or peptide synthesis by reduction and alkylation with lightโ€sensitive groups such as nitrobenzylโ€ or aminocoumarins. High chemical stability qualifies tetraethylisoindoline 5 and, with some restrictions, (2,2,