Protocol abstract
Nature Protocols 2, - 282 - 286 (2007)
Published online: 1 March 2007 | doi:10.1038/nprot.2007.20
Synthesis of N-succinimidyl 4-guanidinomethyl-3-[*I]iodobenzoate: a radio-iodination agent for labeling internalizing proteins and peptides
Ganesan Vaidyanathan1 & Michael R Zalutsky1
Abstract
This protocol describes a detailed procedure for the synthesis of N-succinimidyl 4-guanidinomethyl-3-[*I]iodobenzoate ([*I]SGMIB), an agent useful in the radio-iodination of proteins, including monoclonal Abs, and peptides that undergo internalization after receptor or antigen binding. In this procedure, the tin precursor N-succinimidyl 4-[N1,N2-bis(tert-butyloxycarbonyl)guanidinomethyl]-3-(trimethylstannyl)benzoate (Boc-SGMTB, 3) was first radio-iodinated to [*I]Boc-SGMIB, a derivative of [*I]SGMIB with the guanidine function protected with Boc groups. Treatment of [*I]Boc-SGMIB with trifluoroacetic acid delivered the final product. The total time for the synthesis and purification of [*I]Boc-SGMIB and its subsequent de-protection is approximately 140 min.
- Department of Radiology, Duke University Medical Center, Durham, North Carolina, USA.
Correspondence to: Ganesan Vaidyanathan1 e-mail: ganesan.v@duke.edu
Correspondence to: Michael R Zalutsky1 e-mail: zalut001@mc.duke.edu
nature-products
A-Z product listing
- 131I(Perkin-Elmer)
- HPLC syringe(Hamilton)
- Microliter 700 Series syringe: Model 725(Hamilton)
- Normal-phase HPLC column(Alltech)
- Partisil Silica 10
m(Alltech) - Reacti vial, 1 ml(Pierce)