Mushtaq Sajid, Nam You Ree, Kang Jung Ae, Choi Dae Seong, Park Sang Hyun
Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute, Jeongeup, Jeonbuk 56212, Republic of Korea.
Department of Radiation Biotechnology and Applied Radioisotope Science, Korea University of Science and Technology, Daejeon 34113, Republic of Korea.
ACS Omega. 2018 Jun 30;3(6):6903-6911. doi: 10.1021/acsomega.8b00416. Epub 2018 Jun 26.
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 Cu catalyst under ambient conditions was reported. I-labeled alkyl aldehyde was synthesized using a tin precursor with a high radiochemical yield (72 ± 6%, = 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. I-HSA protein showed excellent stability and negligible thyroid uptake as compared with directly radioiodinated HSA by using the tyrosine group. Excellent reaction kinetics and the and stabilities of I-labeled alkyl aldehyde have suggested the usefulness of the strategy for the radioiodination of bioactive molecules.
在本报告中，报道了在环境条件下，使用芳基二胺和烷基醛缩合反应，在铜催化剂存在下对生物分子进行新型的、位点特异性的放射性碘化。使用锡前体合成了碘标记的烷基醛，其放射化学产率高（72±6%，n = 5）且放射化学纯度>99%。通过芳基二胺修饰的c[RGDfK(C)]肽和人血清白蛋白（HSA）证明了放射性碘化前体的实用性。放射性碘化的c[RGDfK(C)]肽和HSA蛋白以高放射化学产率和纯度合成。与通过酪氨酸基团直接对HSA进行放射性碘化相比，碘标记的HSA蛋白表现出优异的稳定性和可忽略不计的甲状腺摄取。碘标记的烷基醛优异的反应动力学以及稳定性表明了该策略在生物活性分子放射性碘化方面的实用性。
