A Rigid Nitroxide Spin Label
A Rigid Nitroxide Spin Label
复制标题
刚性氮氧化物旋转标签
DOI：
10.1055/s-2007-968655
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发表时间：
2007
期刊：
影响因子：
--
通讯作者：
S. Sigurdsson
中科院分区：
文献类型：
--
作者：
N. Barhate;P. Čekan;A. Massey;S. Sigurdsson
意义：作者报道了通过收敛合成策略合成了含有刚性氮氧自旋实验室的核苷(1)。1的吩恶嗪官能团旨在通过氢键与鸟嘌呤特异结合。对这种自旋标记的核苷、自旋标记的寡聚体和自旋标记的DNA双链的EPR波谱研究清楚地表明了自旋标记在DNA双链中的有限迁移率，表明它在DNA结构分析中的潜在应用。此外，化合物1很容易被还原成荧光团2，这对DNA的生物物理研究是很有吸引力的探针。评论：EPR已经成为研究生物聚合物结构和动力学的重要技术，但这种技术需要在生物聚合物的特定位置引入自旋标记。这篇报道展示了一种设计巧妙的氮氧化物自旋标记，它可以通过氢键与鸟嘌呤形成碱基配对。这一特征使得能够准确地研究包含该自旋标记的DNA双链的结构和构象。此外，这种自旋标记可以很容易地转化为荧光团，这为进一步利用荧光光谱学研究DNA提供了机会。
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.Comment: EPR has been an important technique to investigate the structure and dynamics of biopolymers, but this technique requires the incorporation of spin labels at a specific site of the biopolymers. The report described here demonstrated a cleverly designed nitroxide spin label, which can form a base pare with guanine via hydrogen bonds. This feature enables an accurate study of the structure and conformation of DNA duplex containing this spin label. Furthermore, the facile conversion of this spin label into fluorophores offers an opportunity for additional studies of DNA by fluorescence spectroscopy.