Synthesis and stability of S-(2-[18F]fluoroethyl)-L-homocysteine for potential tumour imaging

Bourdier, T; Fookes, CJR; Pham, TQ; Greguric, I; Katsifis, A

Synthesis and stability of S-(2-[18F]fluoroethyl)-L-homocysteine for potential tumour imaging

Date

2008-09-25

Authors

Publisher

John Wiley and Sons

Abstract

inThe F-18 labelled methionine derivative S-(2-[18F]fluoroethyl)-L-homocysteine ([18F]FEHCys) was prepared by a one-pot two-step synthesis via the protected S-(2-bromoethyl)-L-homocysteine 1 and S-(2-chloroethyl)-L-homocysteine 2 precursors. The bromoethyl derivative 1 gave higher radiochemical yields (40% at 5 min) at 100°C compared with the chloro-analogue (22% at 100°C in 30 min). However, [18F]FEHCys was found to be unstable in aqueous systems being transformed to the corresponding hydroxyl derivative within 20 min. © 2008 John Wiley & Sons, Ltd.

Keywords

Synthesis, Fluorene, Homocysteine, Radiochemistry, Hydroxyl radicals, Radicals

Citation

Bourdier, T., Fookes, C. J. R., Pham, T. Q., Greguric, I., & Katsifis, A. (2008). Synthesis and stability of S‐(2‐[18F] fluoroethyl)‐L‐homocysteine for potential tumour imaging. Journal of Labelled Compounds and Radiopharmaceuticals, 51(11), 369-373. doi:10.1002/jlcr.1539