title: Preparation of N-succinimidyl 3-[*I]iodobenzoate: an agent for the indirect radioiodination of proteins.
abstract: A procedure for the synthesis of N-succinimidyl 3-iodobenzoate labeled with any iodine isotope ([*I]SIB), which is an agent used in the radioiodination of proteins and peptides, from its tin precursor N-succinimidyl 3-(tri-n-butylstannyl)benzoate (STB) is described. Also included are protocols for the synthesis of an unlabeled standard of SIB and the tin precursor. Radioiododestannylation of STB using tert-butylhydroperoxide as the oxidant gives [*I]SIB in 80% radiochemical yields. The total time for the synthesis of [*I]SIB from STB is approximately 95 min. Use of [*I]SIB yields radioiodinated proteins that are considerably more stable in vivo than those radioiodinated by the direct electrophilic method.
authors.affiliation: Department of Radiology, Box 3808, Duke University Medical Center, Durham, North Carolina 27710, USA. ganesan.v@duke.edu
authors.forename: Ganesan
authors.initials: G
authors.lastname: Vaidyanathan
authors.forename: Michael R
authors.initials: MR
authors.lastname: Zalutsky
mesh_terms: D007457:Iodine Radioisotopes; D007463:Iodobenzoates / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods*; D015394:Molecular Structure; D011506:Proteins / Q000032:analysis / Q000737:chemistry*
chemical_list: D007457:Iodine Radioisotopes; D007463:Iodobenzoates; D011506:Proteins