A1 Refereed original research article in a scientific journal

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



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

Publisher: AMER CHEMICAL SOC

Publication year: 2022

Journal: ACS Omega

Journal name in source: ACS OMEGA

Journal acronym: ACS OMEGA

Volume: 7

Issue: 1

First page : 1329

Last page: 1336

Number of pages: 8

ISSN: 2470-1343

eISSN: 2470-1343

DOI: https://doi.org/10.1021/acsomega.1c05955

Web address : https://pubs.acs.org/doi/10.1021/acsomega.1c05955

Self-archived copy’s web address: https://research.utu.fi/converis/portal/detail/Publication/175000519


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.


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Last updated on 2024-26-11 at 13:14