dc.contributor |
Háskóli Íslands |
dc.contributor |
University of Iceland |
dc.contributor.author |
Juliusson, Haraldur Y. |
dc.contributor.author |
Sigurdsson, Snorri |
dc.date.accessioned |
2020-08-11T15:47:54Z |
dc.date.available |
2020-08-11T15:47:54Z |
dc.date.issued |
2020-02-27 |
dc.identifier.citation |
Juliusson, H. Y., & Sigurdsson, S. T. (2020). Reduction resistant and rigid nitroxide spin-labels for DNA and RNA. Journal of Organic Chemistry, 85(6), 4036-4046 doi: 10.1021/acs.joc.9b02988 |
dc.identifier.issn |
0022-3263 |
dc.identifier.issn |
1520-6904 (eISSN) |
dc.identifier.uri |
https://hdl.handle.net/20.500.11815/1977 |
dc.description |
Post-print (lokagerð höfundar) |
dc.description.abstract |
Electron paramagnetic resonance (EPR) spectroscopy, coupled with site-directed spin labeling (SDSL), is a useful method for studying conformational changes of biomolecules in cells. To employ in-cell EPR using nitroxide-based spin labels, the structure of the nitroxides must confer reduction resistance to withstand the reductive environment within cells. Here, we report the synthesis of two new spin labels, EÇ and EÇm, both of which possess the rigidity and the reduction resistance needed for extracting detailed structural information by EPR spectroscopy. EÇ and EÇm were incorporated into DNA and RNA, respectively, by oligonucleotide synthesis. Both labels were shown to be nonperturbing of the duplex structure. The partial reduction of EÇm during RNA synthesis was circumvented by the protection of the nitroxide as a benzoylated hydroxylamine. |
dc.description.sponsorship |
The authors acknowledge financial support from the Icelandic Research Fund (173727-051). The authors thank Dr. S. Jonsdottir for assistance with collecting analytical data for structural characterization of new compounds and members of the Sigurdsson research group for helpful discussions. |
dc.format.extent |
4036-4046 |
dc.language.iso |
en |
dc.publisher |
American Chemical Society (ACS) |
dc.relation.ispartofseries |
The Journal of Organic Chemistry;85(6) |
dc.rights |
info:eu-repo/semantics/embargoedAccess |
dc.subject |
Redox reactions |
dc.subject |
Genetics |
dc.subject |
EPR spectroscopy |
dc.subject |
Quantum mechanics |
dc.subject |
Biopolymers |
dc.subject |
Erfðafræði |
dc.subject |
Litrófsgreining |
dc.subject |
Skammtafræði |
dc.title |
Reduction Resistant and Rigid Nitroxide Spin-Labels for DNA and RNA |
dc.type |
info:eu-repo/semantics/article |
dcterms.license |
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by t he publisher. To access the final edited and published work see [insert ACS Articles on Request author-directed link to Published Work, see http://pubs.acs.org/page/policy/articlesonrequest/index.html]. |
dc.description.version |
Peer reviewed |
dc.identifier.journal |
The Journal of Organic Chemistry |
dc.identifier.doi |
10.1021/acs.joc.9b02988 |
dc.relation.url |
https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b02988 |
dc.contributor.department |
Raunvísindadeild (HÍ) |
dc.contributor.department |
Faculty of Physical Sciences (UI) |
dc.contributor.department |
Raunvísindastofnun (HÍ) |
dc.contributor.department |
Science Institute (UI) |
dc.contributor.school |
Verkfræði- og náttúruvísindasvið (HÍ) |
dc.contributor.school |
School of Engineering and Natural Sciences (UI) |