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Preparation of N-succinimidyl 3-[*I]iodobenzoate: an agent for the indirect radioiodination of proteins.

Publication ,  Journal Article
Vaidyanathan, G; Zalutsky, MR
Published in: Nat Protoc
2006

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.

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Published In

Nat Protoc

DOI

EISSN

1750-2799

Publication Date

2006

Volume

1

Issue

2

Start / End Page

707 / 713

Location

England

Related Subject Headings

  • Proteins
  • Molecular Structure
  • Isotope Labeling
  • Iodobenzoates
  • Iodine Radioisotopes
  • Bioinformatics
  • 11 Medical and Health Sciences
  • 06 Biological Sciences
  • 03 Chemical Sciences
 

Citation

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Vaidyanathan, G., & Zalutsky, M. R. (2006). Preparation of N-succinimidyl 3-[*I]iodobenzoate: an agent for the indirect radioiodination of proteins. Nat Protoc, 1(2), 707–713. https://doi.org/10.1038/nprot.2006.99
Vaidyanathan, Ganesan, and Michael R. Zalutsky. “Preparation of N-succinimidyl 3-[*I]iodobenzoate: an agent for the indirect radioiodination of proteins.Nat Protoc 1, no. 2 (2006): 707–13. https://doi.org/10.1038/nprot.2006.99.
Vaidyanathan, Ganesan, and Michael R. Zalutsky. “Preparation of N-succinimidyl 3-[*I]iodobenzoate: an agent for the indirect radioiodination of proteins.Nat Protoc, vol. 1, no. 2, 2006, pp. 707–13. Pubmed, doi:10.1038/nprot.2006.99.

Published In

Nat Protoc

DOI

EISSN

1750-2799

Publication Date

2006

Volume

1

Issue

2

Start / End Page

707 / 713

Location

England

Related Subject Headings

  • Proteins
  • Molecular Structure
  • Isotope Labeling
  • Iodobenzoates
  • Iodine Radioisotopes
  • Bioinformatics
  • 11 Medical and Health Sciences
  • 06 Biological Sciences
  • 03 Chemical Sciences