Controlled Monofunctionalization of Molecular Spherical Nucleic Acids on a Buckminster Fullerene Core

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Gulumkar , V , Äärelä , A , Moisio , O , Rahkila , J , Tähtinen , V , Leimu , L , Korsoff , N , Korhonen , H , Poijärvi-Virta , P , Mikkola , S , Nesati , V , Vuorimaa-Laukkanen , E , Viitala , T , Yliperttula , M , Roivainen , A & Virta , P 2021 , ' Controlled Monofunctionalization of Molecular Spherical Nucleic Acids on a Buckminster Fullerene Core ' , Bioconjugate Chemistry , vol. 32 , no. 6 , pp. 1130-1138 . https://doi.org/10.1021/acs.bioconjchem.1c00187

Titel: Controlled Monofunctionalization of Molecular Spherical Nucleic Acids on a Buckminster Fullerene Core
Författare: Gulumkar, Vijay; Äärelä, Antti; Moisio, Olli; Rahkila, Jani; Tähtinen, Ville; Leimu, Laura; Korsoff, Niko; Korhonen, Heidi; Poijärvi-Virta, Päivi; Mikkola, Satu; Nesati, Victor; Vuorimaa-Laukkanen, Elina; Viitala, Tapani; Yliperttula, Marjo; Roivainen, Anne; Virta, Pasi
Upphovmannens organisation: Divisions of Faculty of Pharmacy
Division of Pharmaceutical Chemistry and Technology
Division of Pharmaceutical Biosciences
Drug Research Program
Pharmaceutical biophysics group
Biopharmaceutics Group
Datum: 2021-06-16
Språk: eng
Sidantal: 9
Tillhör serie: Bioconjugate Chemistry
ISSN: 1043-1802
DOI: https://doi.org/10.1021/acs.bioconjchem.1c00187
Permanenta länken (URI): http://hdl.handle.net/10138/332748
Abstrakt: An azide-functionalized 12-armed Buckminster fullerene has been monosubstituted in organic media with a substoichiometric amount of cyclooctyne-modified oligonucleo-tides. 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.
Subject: CELLULAR UPTAKE
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317 Pharmacy
Referentgranskad: Ja
Licens: cc_by
Användningsbegränsning: openAccess
Parallelpublicerad version: publishedVersion


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