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This chapter is divided accordingly with a separate subchapter on labelling of macromolecules. In spite of unavoidable minor repetitions, this appeared necessary to account for the properties of those compounds and considerations of special methods. Direct radioiodination (replacement of hydrogen atom by a radioiodine atom) represents an exception almost for electrophilic substitution in arenes. The other reactions need the introduction of a ‘‘good’’ leaving group into the molecule that could be easily replaced by an iodine atom.

The other alternative of nucleophilic aromatic substitution, which proceeds via an SN 1 type reaction by decomposition of diazonium compounds, will be discussed below. The basic features of nucleophilic aromatic substitution are discussed elsewhere in more detail [24]. Isotopic Exchange For many aromatic compounds, the exchange with sodium radioiodide in a solvent under reflux conditions gives only very poor radiolabelling yields besides generally low specific activity products. An alternative method is then to perform the isotopic exchange in a melt or under solid-state conditions.

J Label Comp Radiopharm 36:685–699 [84] Ceusters M, Tourwe´ D, Callaerts J, Mertens J, Peter A (1995) New single-step radioiodination technique for peptides: Cu(I) catalyzed nucleophilic nonisotopic displacement reaction. Synthesis of radioiodinated deltorphin and dermorphin analogues. a. radiosynthesis of [123,124 I]beta-CIT, plasma analysis and pharmacokinetic studies with SPECT and PET. Nucl Med Biol 22:977–984 [86] Shiba K, Mori H, Matsuda H, Tsuji S, Kuji I, Sumiya H, Kinuya K, Tonami N, Hisada K, Sumiyosi T (1995) Synthesis of radioiodinated analogs of 2-(4-phenylpiperidino)cyclohexanol (vesamicol) as vesamicol-like agent.

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