Synthesis and stability of oligodeoxynucleotides containing C8-labeled 2′-deoxyadenosine:: Novel redox nucleobase probes for DNA-mediated charge-transfer studies

被引:39
作者
Tierney, MT [1 ]
Grinstaff, MW [1 ]
机构
[1] Duke Univ, Paul M Gross Chem Lab, Dept Chem, Durham, NC 27708 USA
关键词
D O I
10.1021/ol006303f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] An efficient and convenient synthetic strategy to redox-labeled C8-derivatives of 5'-deoxyadenosine is described, The Pd(0) cross-coupling chemistry is amenable to both oxidative and reductive redox probes. The corresponding phosphoramidites of phenothiazine and anthraquinone nucleosides are amenable to automated DNA synthesis. The resulting labeled oligodeoxynucleotide strands form stable B-form duplexes with melting temperatures and CD spectra similar to those of the unlabeled analogues.
引用
收藏
页码:3413 / 3416
页数:4
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