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Title: Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
Authors: Ono, Masahiro  kyouindb  KAKEN_id  orcid (unconfirmed)
Watanabe, Hiroyuki  kyouindb  KAKEN_id
Ikehata, Yuki
Ding, Ning
Yoshimura, Masashi
Sano, Kohei
Saji, Hideo
Author's alias: 小野, 正博
渡邊, 裕之
池畑, 裕貴
丁, 寧
吉村, 優志
佐野, 紘平
佐治, 英郎
Keywords: Molecular imaging
Issue Date: 13-Jun-2017
Publisher: Nature Publishing Group
Journal title: Scientific Reports
Volume: 7
Thesis number: 3337
Abstract: In molecular imaging research, the development of multimodal imaging probes has recently attracted much attention. In the present study, we prepared radioiodinated BODIPY and applied it as a nuclear and optical dual functional labeling agent for proteins and peptides. We designed and synthesized [125I]BODIPY with a N-hydroxysuccinimide (NHS) ester, and evaluated its utility as a nuclear and fluorescent dual labeling agent for proteins and peptides. In the radioiodination reaction of BODIPY-NHS with [125I]NaI, [125I]BODIPY-NHS was obtained at a 48% radiochemical yield. When we carried out the conjugation reaction of [125I]BODIPY-NHS with bovine serum albumin (BSA) and RGD (Arg-Gly-Asp) peptide as a model protein and peptide, respectively, [125I]BODIPY-BSA and [125I]BODIPY-RGD peptide were successfully prepared at 98 and 82% radiochemical yields, respectively. Furthermore, we prepared [123I]BODIPY-Trastuzumab by this conjugation reaction and successfully applied it to single photon emission computed tomography (SPECT) imaging studies using tumor-bearing mice, suggesting that radioiodinated BODIPY-NHS serves as a dual functional labeling agent for proteins and peptides. Since iodine has various radioisotopes that can be used for SPECT and positron emission tomography (PET) imaging, biological research, and radiotherapy, the radioiodinated BODIPY may be extensively applicable from basic to clinical research.
Rights: © 2017 The Author(s).
This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder.
DOI(Published Version): 10.1038/s41598-017-03419-z
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