Synthesis of an Azide-and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules

Vijay Gulumkar, Ville Tähtinen, Aliaa Ali, Jani Rahkila, Juan José Valle-Delgado, Antti Äärelä, Monika Österberg, Marjo Yliperttula, Pasi Virta*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

1 Citation (Scopus)
16 Downloads (Pure)

Abstract

Bingel cyclopropanation between Buckminster fullerene and a heteroarmed malonate was utilized to produce a hexakis-functionalized C60 core, with azide and tetrazine units. This orthogonally bifunctional C60 scaffold can be selectively one-pot functionalized by two pericyclic click reactions, that is, inverse electron-demand Diels-Alder and azide-alkyne cycloaddition, which with appropriate ligands (monosaccharides, a peptide and oligonucleotides tested) allows one to control the assembly of heteroantennary bioconjugates.

Original languageEnglish
Pages (from-to)1329–1336
Number of pages8
JournalACS Omega
Volume7
Issue number1
Early online date31 Dec 2021
DOIs
Publication statusPublished - 11 Jan 2022
MoE publication typeA1 Journal article-refereed

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