TY  - JOUR
A1  - Weinrich, Timo
A1  - Jaumann, Eva A.
A1  - Scheffer, Ute
A1  - Prisner, Thomas F.
A1  - Göbel, Michael
T1  - Phosphoramidite building blocks with protected nitroxides for the synthesis of spin-labeled DNA and RNA
T2  - Beilstein journal of organic chemistry
N2  - TEMPO spin labels protected with 2-nitrobenzyloxymethyl groups were attached to the amino residues of three different nucleosides: deoxycytidine, deoxyadenosine, and adenosine. The corresponding phosphoramidites could be incorporated by unmodified standard procedures into four different self-complementary DNA and two RNA oligonucleotides. After photochemical removal of the protective group, elimination of formic aldehyde and spontaneous air oxidation, the nitroxide radicals were regenerated in high yield. The resulting spin-labeled palindromic duplexes could be directly investigated by PELDOR spectroscopy without further purification steps. Spin–spin distances measured by PELDOR correspond well to the values obtained from molecular models.
KW  - EPR
KW  - oligonucleotide
KW  - PELDOR
KW  - photolabile protection
KW  - TEMPO
Y1  - 2018
UR  - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/46882
UR  - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-468823
SN  - 1860-5397
N1  - This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc)
VL  - 14
SP  - 1563
EP  - 1569
PB  - Beilstein-Institut zur Förderung der Chemischen Wissenschaften
CY  - Frankfurt, Main
ER  -