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

Vijay Gulumkar, Antti Äärelä, Olli Moisio, Jani Rahkila, Ville Tähtinen, Laura Leimu, Niko Korsoff, Heidi Korhonen, Päivi Poijärvi-Virta, Satu Mikkola, Victor Nesati, Elina Vuorimaa-Laukkanen, Tapani Viitala, Marjo Yliperttula, Anne Roivainen, Pasi Virta*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

1 Citation (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)1130-1138
Number of pages9
JournalBioconjugate Chemistry
Volume32
Issue number6
DOIs
Publication statusPublished - 16 Jun 2021
MoE publication typeA1 Journal article-refereed

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