Advances in the synthesis of nitroxide radicals for use in biomolecule spin labelling

被引：98
作者：
Haugland, Marius M. [1 ]
Lovett, Janet E. [2 ]
Anderson, Edward A. [1 ]
机构：
[1] Univ Oxford, Chem Res Lab, Dept Chem, 12 Mansfield Rd, Oxford OX1 3TA, England
[2] Univ St Andrews, Sch Phys & Astron, SUPA, St Andrews KY16 9SS, Fife, Scotland
来源：
CHEMICAL SOCIETY REVIEWS | 2018年 / 47卷 / 03期
基金：
英国工程与自然科学研究理事会;
关键词：
EPR SPECTROSCOPY; DISTANCE MEASUREMENTS; RESONANCE SPECTROSCOPY; ISOINDOLINE NITROXIDES; DUPLEX DNA; PYRROLINE NITROXIDES; TRITYL RADICALS; CLICK CHEMISTRY; NUCLEIC-ACIDS; ABASIC SITES;
D O I：
10.1039/c6cs00550k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
EPR spectroscopy is an increasingly useful analytical tool to probe biomolecule structure, dynamic behaviour, and interactions. Nitroxide radicals are the most commonly used radical probe in EPR experiments, and many methods have been developed for their synthesis, as well as incorporation into biomolecules using site-directed spin labelling. In this Tutorial Review, we discuss the most practical methods for the synthesis of nitroxides, focusing on the tunability of their structures, the manipulation of their sidechains into spin labelling handles, and their installation into biomolecules.
引用
收藏
页码：668 / 680
页数：13
相关论文
共 55 条
[1]   EPR-Based Approach for the Localization of Paramagnetic Metal Ions in Biomolecules [J].
Abdullin, Dinar ;
Florin, Nicole ;
Hagelueken, Gregor ;
Schiemann, Olav .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (06) :1827-1831
[2]   Site-directed spin-labeling of nucleotides and the use of in-cell EPR to determine long-range distances in a biologically relevant environment [J].
Azarkh, Mykhailo ;
Singh, Vijay ;
Oklre, Oliver ;
Seemann, Isabelle T. ;
Dietrich, Daniel R. ;
Hartig, Joerg S. ;
Drescher, Malte .
NATURE PROTOCOLS, 2013, 8 (01) :131-147
[3]   Complementary-addressed site-directed spin labeling of long natural RNAs [J].
Babaylova, Elena S. ;
Malygin, Alexey A. ;
Lomzov, Alexander A. ;
Pyshnyi, Dmitrii V. ;
Yulikov, Maxim ;
Jeschke, Gunnar ;
Krumkacheva, Olesya A. ;
Fedin, Matvey V. ;
Karpova, Galina G. ;
Bagryanskaya, Elena G. .
NUCLEIC ACIDS RESEARCH, 2016, 44 (16) :7935-7943
[4]  
Bajar T. B., 2016, SENSORS, V16, DOI [10.3390/s16091488, DOI 10.3390/S16091488]
[5]   A nucleoside that contains a rigid nitroxide spin label: A fluorophore in disguise [J].
Barhate, Nivrutti ;
Cekan, Pavol ;
Massey, Archna P. ;
Sigurdsson, Snorri Th. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (15) :2655-2658
[6]   A novel protecting group methodology for syntheses using nitroxides [J].
Chalmers, Benjamin A. ;
Morris, Jason C. ;
Fairfull-Smith, Kathryn E. ;
Grainger, Richard S. ;
Bottle, Steven E. .
CHEMICAL COMMUNICATIONS, 2013, 49 (88) :10382-10384
[7]   EPR-aided approach for solution structure determination of large RNAs or protein-RNA complexes [J].
Duss, Olivier ;
Yulikov, Maxim ;
Jeschke, Gunnar ;
Allain, Frederic H. -T. .
NATURE COMMUNICATIONS, 2014, 5
[8]   Site-specific incorporation of nitroxide spin-labels into internal sites of the TAR RNA; structure-dependent dynamics of RNA by EPR spectroscopy [J].
Edwards, TE ;
Okonogi, TM ;
Robinson, BH ;
Sigurdsson, ST .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (07) :1527-1528
[9]   Structure and dynamics of a conformationally constrained nitroxide side chain and applications in EPR spectroscopy [J].
Fleissner, Mark R. ;
Bridges, Michael D. ;
Brooks, Evan K. ;
Cascio, Duilio ;
Kalai, Tamas ;
Hideg, Kalman ;
Hubbell, Wayne L. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2011, 108 (39) :16241-16246
[10]   Site-directed spin labeling of a genetically encoded unnatural amino acid [J].
Fleissner, Mark R. ;
Brustad, Eric M. ;
Kalai, Tamas ;
Altenbach, Christian ;
Cascio, Duilio ;
Peters, Francis B. ;
Hideg, Kalman ;
Peuker, Sebastian ;
Schultz, Peter G. ;
Hubbell, Wayne L. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2009, 106 (51) :21637-21642
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