Efficient and Site-Specific 125 I-Radioiodination of Bioactive Molecules Using Oxidative Condensation Reaction

ACS Omega
Sajid MushtaqSang Hyun Park

Abstract

In this report, the novel and site-specific radioiodination of biomolecules by using aryl diamine and alkyl aldehyde condensation reaction in the presence of a Cu2+ catalyst under ambient conditions was reported. 125I-labeled alkyl aldehyde was synthesized using a tin precursor with a high radiochemical yield (72 ± 6%, n = 5) and radiochemical purity (>99%). The utility of the radioiodinated precursor was demonstrated through aryl diamine-installed c[RGDfK(C)] peptide and human serum albumin (HSA). Radioiodinated c[RGDfK(C)] peptide and HSA protein were synthesized with high radiochemical yields and purity. 125I-HSA protein showed excellent in vivo stability and negligible thyroid uptake as compared with directly radioiodinated HSA by using the tyrosine group. Excellent reaction kinetics and the in vitro and in vivo stabilities of 125I-labeled alkyl aldehyde have suggested the usefulness of the strategy for the radioiodination of bioactive molecules.

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Citations

Oct 5, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sajid MushtaqJongho Jeon
May 6, 2020·The Journal of Organic Chemistry·Emmanuelle DubostThomas Cailly
Sep 19, 2019·ACS Omega·Juri M Timonen, Petri A Turhanen

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Methods Mentioned

BETA
nuclear magnetic resonance

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