Tehran University of Medical Sciences
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Davood Beiki

A new and simple synthesis of N-succinimidyl-4-[125I]iodobenzoate involving a microwave-accelerated iodination step

Authors: Khalaj A, Beiki D, Rafiee H, Najafi R,
J Label Compd Radiopharm , Vol.44, No.3, 2001,Page:235-240

A short and simple method for the preparation of N-succinimidyl-4-iodobenzoate 3 and its 125I analogue that is widely used for radioiodination of proteins is described. The method involves the reaction of in situ generated trimethylsilyl iodide [127I or 125I] from trimethylsilyl chloride with N-succinimidyl-4-[3,3-(1,4-butanediyl)-triazene] benzoate 2 available from the condensation of N-hydroxysuccinimide and 1-(4-carboxyphenyl)-3,3-(1,4-butanediyl)-triazene 1 in the presence of dicyclohexyl carbodiimide (DCC). The new triazene 1 was prepared by precipitating the diazonium ion of 4-aminobenzoic acid with pyrrolidine. A microwave-mediated rate acceleration was observed during the iodination step and by applying this procedure the labelled compound 3 was obtained in 81% radiochemical yield in 8 minutes. Copyright © 2001 John Wiley & Sons, Ltd.