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

Show full item record



Permalink

http://hdl.handle.net/10138/332748

Citation

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
Other contributor: University of Helsinki, Divisions of Faculty of Pharmacy
University of Helsinki, Division of Pharmaceutical Biosciences





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
Rights:


Files in this item

Total number of downloads: Loading...

Files Size Format View
acs.bioconjchem.1c00187.pdf 2.969Mb PDF View/Open

This item appears in the following Collection(s)

Show full item record