Add time:07/14/2019         Source:sciencedirect.com

Two new silicon-based prosthetic groups, derived from 3-[ethoxybis(1-methylethyl)silyl]propanamine, have been prepared in good yields. These silicon groups bearing an acid or an azide group were coupled to a model tripeptide (Leu-Gly-Gly) either through a classical amide bond formation or through “click chemistry” via the Huisgen cycloaddition. The radiolabelling with fluorine-18 by substitution of the ethoxy group at silicon has been carried out with success in 51–54% decay corrected radiochemical yields. Radiolabelled peptides were easily prepared by direct 18F-fluorination of the silicon-bearing tripeptide or by coupling the peptide with a radiolabelled silicon-based prosthetic group. Their stabilities in physiological medium were studied and proved poor.

► New fluorine-18 radiolabelled silicon-based molecules are designed as prosthetic groups. ► Successful coupling of these groups to a tripeptide was carried out by two different methods. ► The 18F-labelling of the tripeptide was achieved by direct and indirect methods.

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