合成含腺嘌呤核苷之新型奈米碳管

李柔盈

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合成含腺嘌呤核苷之新型奈米碳管

Incorporation of Multiple Adenosines onto Carbon Nanotubes

李柔盈 , Masters　　Advisor：胡紀如　　

繁體中文

去氧核醣核酸；奈米碳管；藥物載體；腺嘌呤核苷； Adenosines ； DNA ； drug delivery ； carbon nanotubes

Abstract │ Reference (56) │ Altmetrics

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Carbon nanotubes with their unique pseudo-one-dimensional nanostructures and related electronic, optical, and mechanical properties have been attracting much attention for potential biological applications, such as biosensors, bio-delivery, bio imaging and so on. Recently, carbon nanotubes have been explored as multipurpose innovative carriers for drug delivery and diagnostic applications. In this thesis, recent studies and advances toward bioapplications of carbon nanotubes are reviewed, followed by detailed reports on my research project concerning the use of stable complexes between carbon nanotubes and DNA for gene therapeutic capacity are mentioned. 
　　In our project, we used 3''-O-[(tert-butyl)dimethylsilyl]-2''-deoxyadenosine (14) and 9-azido-4,7-dioxanonanoic acid (7) as our starting materials. The reaction with the adenosine derivative gave 5''-O-(9-azido-4,7-dioxanonanyl)-2''-deoxyadenosine (16). After that we successfully functionalized the carbon nanotubes by using the p-amino phenyl propargyl ether (19). Finally the functionalized carbon nanotube derivative (1) coupled with 5''-O-(9-azido-4,7-dioxanonanyl)-2''-deoxyadenosine (16) by using click reaction results multi-adenosine derivatives on to carbon nanotubes (2).
　　Then we used infrared spectroscopy, Raman spectra, thermogravimetric analysis spectra and HRSTEM spectra to confirm wrapping of multi-adenosine derivatives on to carbon nanotubes. Importantly, when we compared to previous data that the click reaction yield is enhanced to 77%. It indicates that the click reaction is simple and good selectivity with high efficiency. The functionalised carbon nanotubes has high specificity in drug delivery and targetting DNA sequence. The functionalised carbon nanotubes has the advantage to cure the diseases in efficient way with less side effects.

Reference ( 56 ) 〈TOP〉

1. Kroto, H. W.; Heath, J. R.; O’Brien, S. C.; Curl, R. F.; Smalley, R. E. C60: Buckminsterfullerene. Nature 1985, 318, 162–163.
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2. Iijima, S. Helical microtubules of graphitic carbon. Nature 1991, 354, 56–58.
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3. Iijima, S. Single-shell carbon nanotubes of 1-nm diameter. Nature 1993, 363, 603–605.
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4. Bethune, D. S.; Klang, C. H.; Devries, M. S.; Gorman, G.; Savoy, R.; Vazquez, J.; Beyers, R. Cobalt-catalsyed growth of carbon nanotubes with single-atomic-layer walls. Nature 1993, 363, 605–607.
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5. Graff , R. A.;Swanson, T. M.; Strano, M. S. Synthesis of Nickel-Nitrilotriacetic Acid Coupled Single-Walled Carbon Nanotubes for Directed Self-Assembly with Polyhistidine-Tagged Proteins. Chem. Mater. 2008, 20,1824–1829.
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