Journal
MOLECULES
Volume 26, Issue 14, Pages -Publisher
MDPI
DOI: 10.3390/molecules26144344
Keywords
radioiodine labeling; radioiodination; radiotracers; biomolecules; peptides; proteins; monoclonal antibodies; radiopharmaceuticals; imaging pharmaceuticals; 123; 124; 125; 131I-labeled molecules and biomolecules
Funding
- Ohio Third Frontier TECH [13-060, TECH 09-028]
- Wright Center of Innovation Development Fund
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A novel reagent NH2Cl was developed and successfully used for radioiodine labeling of amino acids, peptides, and proteins with over 70% yield in non-radioactive iodine labeling reactions. The reagent demonstrated selectivity for iodinating the tyrosine residue in biomolecules.
Radioiodine labeling of peptides and proteins is routinely performed by using various oxidizing agents such as Chloramine T, Iodobeads, and Iodogen reagent and radioactive iodide (I-), although some other oxidizing agents were also investigated. The main objective of the present study was to develop and test a novel reagent, inorganic monochloramine (NH2Cl), for radioiodine labeling of new chemical entities and biomolecules which is cost-effective, easy to make and handle, and is selective to label amino acids, peptides, and proteins. The data presented in this report demonstrate that the yields of the non-radioactive iodine labeling reactions using monochloramine are >70% for an amino acid (tyrosine) and a cyclic peptide (cyclo Arg-Gly-Asp-d-Tyr-Lys, cRGDyK). No evidence of the formation of N-chloro derivatives in cRGDyK was observed, suggesting that the reagent is selective in iodinating the tyrosine residue in the biomolecules. The method was successfully translated into radioiodine labeling of amino acid, a peptide, and a protein, Bovine Serum Albumin (BSA).
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