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    Nucleic Acids Res. 2011 May;39(9):3962-71. Epub 2011 Jan 17.

    Synthesis, structure and imaging of oligodeoxyribonucleotides with tellurium-nucleobase derivatization.

    Sheng J, Hassan AE, Zhang W, Zhou J, Xu B, Soares AS, Huang Z.

    Source

    Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA.

    Abstract

    We report here the first synthesis of 5-phenyl-telluride-thymidine derivatives and the Te-phosphoramidite. We also report here the synthesis, structure and STM current-imaging studies of DNA oligonucleotides containing the nucleobases (thymine) derivatized with 5-phenyl-telluride functionality (5-Te). Our results show that the 5-Te-DNA is stable, and that the Te-DNA duplex has the thermo-stability similar to the corresponding native duplex. The crystal structure indicates that the 5-Te-DNA duplex structure is virtually identical to the native one, and that the Te-modified T and native A interact similarly to the native T and A pair. Furthermore, while the corresponding native showed weak signals, the DNA duplex modified with electron-rich tellurium functionality showed strong topographic and current peaks by STM imaging, suggesting a potential strategy to directly image DNA without structural perturbation.

    © The Author(s) 2011. Published by Oxford University Press.

    PMID:
    21245037
    [PubMed - indexed for MEDLINE]
    PMCID:
    PMC3089452
    Free PMC Article

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