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
Title: | Controlled Monofunctionalization of Molecular Spherical Nucleic Acids on a Buckminster Fullerene Core |
Author: | 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 |
Contributor organization: | Divisions of Faculty of Pharmacy Division of Pharmaceutical Chemistry and Technology Division of Pharmaceutical Biosciences Drug Research Program Pharmaceutical biophysics group Biopharmaceutics Group |
Date: | 2021-06-16 |
Language: | eng |
Number of pages: | 9 |
Belongs to series: | Bioconjugate Chemistry |
ISSN: | 1043-1802 |
DOI: | https://doi.org/10.1021/acs.bioconjchem.1c00187 |
URI: | http://hdl.handle.net/10138/332748 |
Abstract: | 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
CLICK CHEMISTRY MECHANISM AZIDES 317 Pharmacy |
Peer reviewed: | Yes |
Rights: | cc_by |
Usage restriction: | openAccess |
Self-archived version: | publishedVersion |
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