Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals

In recent years, several catalyst-free site-specific reactions have been investigated for the efficient conjugation of biomolecules, nanomaterials, and living cells. Representative functional group pairs for these reactions include the following: (1) azide and cyclooctyne for strain-promoted cycload...

Descripción completa

Detalles Bibliográficos
Autores principales: Mushtaq, Sajid, Yun, Seong-Jae, Jeon, Jongho
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6803924/
https://www.ncbi.nlm.nih.gov/pubmed/31581645
http://dx.doi.org/10.3390/molecules24193567
_version_ 1783461060552949760
author Mushtaq, Sajid
Yun, Seong-Jae
Jeon, Jongho
author_facet Mushtaq, Sajid
Yun, Seong-Jae
Jeon, Jongho
author_sort Mushtaq, Sajid
collection PubMed
description In recent years, several catalyst-free site-specific reactions have been investigated for the efficient conjugation of biomolecules, nanomaterials, and living cells. Representative functional group pairs for these reactions include the following: (1) azide and cyclooctyne for strain-promoted cycloaddition reaction, (2) tetrazine and trans-alkene for inverse-electron-demand-Diels–Alder reaction, and (3) electrophilic heterocycles and cysteine for rapid condensation/addition reaction. Due to their excellent specificities and high reaction rates, these conjugation methods have been utilized for the labeling of radioisotopes (e.g., radiohalogens, radiometals) to various target molecules. The radiolabeled products prepared by these methods have been applied to preclinical research, such as in vivo molecular imaging, pharmacokinetic studies, and radiation therapy of cancer cells. In this review, we explain the basics of these chemical reactions and introduce their recent applications in the field of radiopharmacy and chemical biology. In addition, we discuss the significance, current challenges, and prospects of using bioorthogonal conjugation reactions.
format Online
Article
Text
id pubmed-6803924
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-68039242019-11-18 Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals Mushtaq, Sajid Yun, Seong-Jae Jeon, Jongho Molecules Review In recent years, several catalyst-free site-specific reactions have been investigated for the efficient conjugation of biomolecules, nanomaterials, and living cells. Representative functional group pairs for these reactions include the following: (1) azide and cyclooctyne for strain-promoted cycloaddition reaction, (2) tetrazine and trans-alkene for inverse-electron-demand-Diels–Alder reaction, and (3) electrophilic heterocycles and cysteine for rapid condensation/addition reaction. Due to their excellent specificities and high reaction rates, these conjugation methods have been utilized for the labeling of radioisotopes (e.g., radiohalogens, radiometals) to various target molecules. The radiolabeled products prepared by these methods have been applied to preclinical research, such as in vivo molecular imaging, pharmacokinetic studies, and radiation therapy of cancer cells. In this review, we explain the basics of these chemical reactions and introduce their recent applications in the field of radiopharmacy and chemical biology. In addition, we discuss the significance, current challenges, and prospects of using bioorthogonal conjugation reactions. MDPI 2019-10-02 /pmc/articles/PMC6803924/ /pubmed/31581645 http://dx.doi.org/10.3390/molecules24193567 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Mushtaq, Sajid
Yun, Seong-Jae
Jeon, Jongho
Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals
title Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals
title_full Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals
title_fullStr Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals
title_full_unstemmed Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals
title_short Recent Advances in Bioorthogonal Click Chemistry for Efficient Synthesis of Radiotracers and Radiopharmaceuticals
title_sort recent advances in bioorthogonal click chemistry for efficient synthesis of radiotracers and radiopharmaceuticals
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6803924/
https://www.ncbi.nlm.nih.gov/pubmed/31581645
http://dx.doi.org/10.3390/molecules24193567
work_keys_str_mv AT mushtaqsajid recentadvancesinbioorthogonalclickchemistryforefficientsynthesisofradiotracersandradiopharmaceuticals
AT yunseongjae recentadvancesinbioorthogonalclickchemistryforefficientsynthesisofradiotracersandradiopharmaceuticals
AT jeonjongho recentadvancesinbioorthogonalclickchemistryforefficientsynthesisofradiotracersandradiopharmaceuticals