Download PDF
Synfacts 2007(7): 0704-0704  
DOI: 10.1055/s-2007-968655
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

A Rigid Nitroxide Spin Label

Contributor(s): Timothy M. Swager, Zhihua Chen
N. Barhate, P. Cekan, A. P. Massey, S. T. Sigurdsson*
University of Iceland, Reykjavík, Iceland and University of Washtington, Seattle, USA
Further Information

Publication History

Publication Date:
22 June 2007 (online)

    Permissions and Reprints

Significance

The authors reported the synthesis of a nucleoside containing a rigid nitroxide spin lab (1) via a convergent synthetic strategy. The phen­oxazine functionality of 1 was aimed to specifically bind guanine through hydrogen bonds. EPR spectroscopic studies on this spin-labeled nucleoside, spin-labeled oligomer, and spin-labeled DNA duplex clearly demonstrated the limited mobility of spin label within a DNA duplex, indicating its potential application for DNA structural analysis. In addition, compound 1 was found to be easily reduced into fluorophores 2, which are attractive probes for biophysical studies of DNA.