Controlled Monofunctionalization of Molecular Spherical Nucleic Acids on a Buckminster Fullerene Core
| Autor: | Antti Äärelä, Ville Tähtinen, Olli Moisio, Niko Korsoff, Jani Rahkila, Päivi Poijärvi-Virta, Heidi Korhonen, Marjo Yliperttula, Anne Roivainen, Victor Nesati, Satu Mikkola, Laura Leimu, Tapani Viitala, Vijay Gulumkar, Elina Vuorimaa-Laukkanen, Pasi Virta |
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| Přispěvatelé: | Divisions of Faculty of Pharmacy, Division of Pharmaceutical Chemistry and Technology, Division of Pharmaceutical Biosciences, Drug Research Program, Pharmaceutical biophysics group, Biopharmaceutics Group, Tampere University, Materials Science and Environmental Engineering |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
MECHANISM
Fullerene 116 Chemical sciences Biomedical Engineering Pharmaceutical Science Bioengineering CELLULAR UPTAKE 02 engineering and technology 01 natural sciences Catalysis Article chemistry.chemical_compound AZIDES Nucleic Acids DOTA Pharmacology Cycloaddition Reaction 010405 organic chemistry Oligonucleotide Organic Chemistry 021001 nanoscience & nanotechnology Combinatorial chemistry Cycloaddition 0104 chemical sciences chemistry 317 Pharmacy Alkynes Outer sphere electron transfer Nucleic acid Click chemistry CLICK CHEMISTRY Fullerenes 0210 nano-technology Copper Biotechnology Conjugate |
| Zdroj: | Bioconjugate Chemistry |
| Popis: | An azide-functionalized 12-armed Buckminster fullerene has been monosubstituted in organic media with a substoichiometric amount of cyclooctyne-modified oligonucleotides. Exposing the intermediate products then to the same reaction (i.e., strain-promoted alkyne-azide cycloaddition, SPAAC) with an excess of slightly different oligonucleotide constituents in an aqueous medium yields molecularly defined monofunctionalized spherical nucleic acids (SNAs). This procedure offers a controlled synthesis scheme in which one oligonucleotide arm can be functionalized with labels or other conjugate groups (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid, DOTA, and Alexa-488 demonstrated), whereas the rest of the 11 arms can be left unmodified or modified by other conjugate groups in order to decorate the SNAs' outer sphere. Extra attention has been paid to the homogeneity and authenticity of the C60-azide scaffold used for the assembly of full-armed SNAs. publishedVersion |
| Databáze: | OpenAIRE |
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