Next Article in Journal
Phenolic Content and Antioxidant Activities of Burr Parsley (Caucalis platycarpos L.)
Next Article in Special Issue
Well-Defined Diimine Copper(I) Complexes as Catalysts in Click Azide-Alkyne Cycloaddition Reactions
Previous Article in Journal
The Effect of PAMAM Dendrimers on the Antibacterial Activity of Antibiotics with Different Water Solubility
Previous Article in Special Issue
Applications of Azide-Based Bioorthogonal Click Chemistry in Glycobiology
Molecules 2013, 18(7), 8618-8665; doi:10.3390/molecules18078618
Review

Recent Trends in Bioorthogonal Click-Radiolabeling Reactions Using Fluorine-18

1,2, 1 and 1,*
Received: 13 June 2013; in revised form: 11 July 2013 / Accepted: 15 July 2013 / Published: 22 July 2013
(This article belongs to the Special Issue Advances in Click Chemistry)
Download PDF [866 KB, updated 18 June 2014; original version uploaded 18 June 2014]
Abstract: The increasing application of positron emission tomography (PET) in nuclear medicine has stimulated the extensive development of a multitude of novel and versatile bioorthogonal conjugation techniques especially for the radiolabeling of biologically active high molecular weight compounds like peptides, proteins or antibodies. Taking into consideration that the introduction of fluorine-18 (t1/2 = 109.8 min) proceeds under harsh conditions, radiolabeling of these biologically active molecules represents an outstanding challenge and is of enormous interest. Special attention has to be paid to the method of 18F-introduction. It should proceed in a regioselective manner under mild physiological conditions, in an acceptable time span, with high yields and high specific activities. For these reasons and due to the high number of functional groups found in these compounds, a specific labeling procedure has to be developed for every bioactive macromolecule. Bioorthogonal strategies including the Cu-assisted Huisgen cycloaddition and its copper-free click variant, both Staudinger Ligations or the tetrazine-click reaction have been successfully applied and represent valuable alternatives for the selective introduction of fluorine-18 to overcome the afore mentioned obstacles. This comprehensive review deals with the progress and illustrates the latest developments in the field of bioorthogonal labeling with the focus on the preparation of radiofluorinated building blocks and tracers for molecular imaging.
Keywords: Staudinger ligation; Huisgen click reaction; bioorthogonal; radiolabeling; tetrazine Staudinger ligation; Huisgen click reaction; bioorthogonal; radiolabeling; tetrazine
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Pretze, M.; Pietzsch, D.; Mamat, C. Recent Trends in Bioorthogonal Click-Radiolabeling Reactions Using Fluorine-18. Molecules 2013, 18, 8618-8665.

AMA Style

Pretze M, Pietzsch D, Mamat C. Recent Trends in Bioorthogonal Click-Radiolabeling Reactions Using Fluorine-18. Molecules. 2013; 18(7):8618-8665.

Chicago/Turabian Style

Pretze, Marc; Pietzsch, Doreen; Mamat, Constantin. 2013. "Recent Trends in Bioorthogonal Click-Radiolabeling Reactions Using Fluorine-18." Molecules 18, no. 7: 8618-8665.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert