title: Synthesis of 125I labeled N-succinimidyl p-iodobenzoate for use in radiolabeling antibodies.
abstract: A new method is reported for the synthesis of N-succinimidyl p-([125/127I]iodobenzoate (NS-p-IB) from N-succinimidyl p-(tri-n-butylstannyl)benzoate via an iodination-destannylation reaction. The tin precursor was obtained in 70% overall yield from p-bromobenzoyl chloride after a four-step synthesis. The radiochemical yield of NS-p-[125I]IB was 75%. Conjugation of NS-p-[125I]IB to rabbit IgG or bovine serum albumin gave yields of 52 and 60% respectively. In vitro the radiolabeled proteins in serum at 37 degrees C showed less than 1% deiodination by 24 h. In vivo the stability of mouse IgG (MIgG) labeled with NS-p-[125I]IB was superior to MIgG radioiodinated in the presence of chloramine-T.
authors.affiliation: Department of Radiology, Harvard Medical School, Boston, MA 02115.
authors.forename: L A
authors.initials: LA
authors.lastname: Khawli
authors.forename: A I
authors.initials: AI
authors.lastname: Kassis
mesh_terms: D000818:Animals; D000906:Antibodies; D002417:Cattle; D004355:Drug Stability; D007074:Immunoglobulin G; D007463:Iodobenzoates / Q000138:chemical synthesis*; D007553:Isotope Labeling / Q000379:methods*; D051379:Mice; D011817:Rabbits; D012710:Serum Albumin, Bovine
chemical_list: D000906:Antibodies; D007074:Immunoglobulin G; D007463:Iodobenzoates; D012710:Serum Albumin, Bovine; C062338:N-succinimidyl 4-iodobenzoate