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

[Image: see text] Bingel cyclopropanation between Buckminster fullerene and a heteroarmed malonate was utilized to produce a hexakis-functionalized C(60) core, with azide and tetrazine units. This orthogonally bifunctional C(60) scaffold can be selectively one-pot functionalized by two pericyclic cl...

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Autores principales: Gulumkar, Vijay, Tähtinen, Ville, Ali, Aliaa, Rahkila, Jani, Valle-Delgado, Juan José, Äärelä, Antti, Österberg, Monika, Yliperttula, Marjo, Virta, Pasi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8757328/
https://www.ncbi.nlm.nih.gov/pubmed/35036794
http://dx.doi.org/10.1021/acsomega.1c05955
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author Gulumkar, Vijay
Tähtinen, Ville
Ali, Aliaa
Rahkila, Jani
Valle-Delgado, Juan José
Äärelä, Antti
Österberg, Monika
Yliperttula, Marjo
Virta, Pasi
author_facet Gulumkar, Vijay
Tähtinen, Ville
Ali, Aliaa
Rahkila, Jani
Valle-Delgado, Juan José
Äärelä, Antti
Österberg, Monika
Yliperttula, Marjo
Virta, Pasi
author_sort Gulumkar, Vijay
collection PubMed
description [Image: see text] Bingel cyclopropanation between Buckminster fullerene and a heteroarmed malonate was utilized to produce a hexakis-functionalized C(60) core, with azide and tetrazine units. This orthogonally bifunctional C(60) 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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spelling pubmed-87573282022-01-13 Synthesis of an Azide- and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules Gulumkar, Vijay Tähtinen, Ville Ali, Aliaa Rahkila, Jani Valle-Delgado, Juan José Äärelä, Antti Österberg, Monika Yliperttula, Marjo Virta, Pasi ACS Omega [Image: see text] Bingel cyclopropanation between Buckminster fullerene and a heteroarmed malonate was utilized to produce a hexakis-functionalized C(60) core, with azide and tetrazine units. This orthogonally bifunctional C(60) 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. American Chemical Society 2021-12-31 /pmc/articles/PMC8757328/ /pubmed/35036794 http://dx.doi.org/10.1021/acsomega.1c05955 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Gulumkar, Vijay
Tähtinen, Ville
Ali, Aliaa
Rahkila, Jani
Valle-Delgado, Juan José
Äärelä, Antti
Österberg, Monika
Yliperttula, Marjo
Virta, Pasi
Synthesis of an Azide- and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules
title Synthesis of an Azide- and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules
title_full Synthesis of an Azide- and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules
title_fullStr Synthesis of an Azide- and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules
title_full_unstemmed Synthesis of an Azide- and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules
title_short Synthesis of an Azide- and Tetrazine-Functionalized [60]Fullerene and Its Controlled Decoration with Biomolecules
title_sort synthesis of an azide- and tetrazine-functionalized [60]fullerene and its controlled decoration with biomolecules
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8757328/
https://www.ncbi.nlm.nih.gov/pubmed/35036794
http://dx.doi.org/10.1021/acsomega.1c05955
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