Tetrazine–trans-cyclooctene ligation for the rapid construction of 18F labeled probes

Zibo Li; Hancheng Cai; Matthew Hassink; Melissa L. Blackman; Richard C. D. Brown; Peter S. Conti; Joseph M. Fox

doi:10.1039/C0CC03078C

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Tetrazine–trans-cyclooctene ligation for the rapid construction of ¹⁸F labeled probes†

Zibo Li,*^a Hancheng Cai,‡^a Matthew Hassink,‡^b Melissa L. Blackman,^b Richard C. D. Brown,^c Peter S. Conti^a and Joseph M. Fox*^b

Author affiliations

* Corresponding authors

^a Molecular Imaging Center, Department of Radiology, University of Southern California, Los Angeles 90033, USA
E-mail: ziboli@usc.edu
Fax: +1 323-442-3252

^b Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, USA
E-mail: jmfox@udel.edu
Fax: +1 302-831-6335

^c School of Chemistry, University of Southampton, Highfield, Southampton, UK
E-mail: rcb1@soton.ac.uk
Fax: +44 (0)238-059-6805

Abstract

A radiolabeling method for bioconjugation based on the Diels–Alder reaction between 3,6-diaryl-s-tetrazines and an ¹⁸F-labeled trans-cyclooctene is described. The reaction proceeds with exceptionally fast rates, making it an effective conjugation method within seconds at low micromolar concentrations.

Download options Please wait...

Supplementary files

Experimental procedures, NMR spectra and Radio-HPLC data. PDF (2782K)

Article information

DOI: https://doi.org/10.1039/C0CC03078C
Article type: Communication
Submitted: 05 Aug 2010
Accepted: 06 Sep 2010
First published: 22 Sep 2010

Download Citation

Chem. Commun., 2010,46, 8043-8045

Permissions

Request permissions

Tetrazine–trans-cyclooctene ligation for the rapid construction of ¹⁸F labeled probes

Z. Li, H. Cai, M. Hassink, M. L. Blackman, R. C. D. Brown, P. S. Conti and J. M. Fox, Chem. Commun., 2010, 46, 8043 DOI: 10.1039/C0CC03078C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications