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 ∼95 min. Use of [*I]SIB yields radioiodinated proteins that are considerably more stable in vivo than those radioiodinated by the direct electrophilic method.
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Acknowledgements
The authors want to thank D. J. Affleck and K. L. Alston for help with the experimental details. This work was supported by the National Institutes of Health.
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Vaidyanathan, G., Zalutsky, M. Preparation of N-succinimidyl 3-[*I]iodobenzoate: an agent for the indirect radioiodination of proteins. Nat Protoc 1, 707–713 (2006). https://doi.org/10.1038/nprot.2006.99
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DOI: https://doi.org/10.1038/nprot.2006.99
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