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18F-labeling of peptides using FBEM

External protocol Created on 03 May 2014

Authors

Zhanhong Wu, Zi-Bo Li, and Xiaoyuan Chen

Summary

Biologically active 18F-labeled molecules are becoming widely used in molecular imaging over the past decades, including some currently undergoing early phase clinical trials. This expansion has created the need for a facile and robust labeling method with 18F. Here we describe the protocol of site-specific labeling of peptides with N-[2-(4-18F-fluorobenzamido)ethyl]maleimide (18F-FBEM). Part one of this protocol describes the 18F-FBEM synthesis. From the widely used N-succinimidyl-4-18F-fluorobenzoate (18F-SFB), 18F-FBEM can be obtained in >50% yield by mixing 18F-SFB with N-(2-aminoethyl)maleimide in DMSO for 30 minutes at 40 °C. Part two of this protocol describes the conjugation of 18F-FBEM with peptides. After being treated with TCEP•HCl, a thiolated peptide can be labeled with 18F-FBEM almost quantitatively. The total synthesis time for this protocol is less than 2 h and the decay-corrected radiolabeling yield is more than 40% based on 18F-SFB. In addition, this 18F-FBEM protocol can also be applied to label thiol-containing proteins, antibodies, as well as 5’-thio-functionalized oligonucleotides.

Further details

The protocol was published on Protocol Exchange in 2007. To see the entire protocol, click on the source link.

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