Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides

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 synthe...

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Autores principales:	Masahiro Ono, Hiroyuki Watanabe, Yuki Ikehata, Ning Ding, Masashi Yoshimura, Kohei Sano, Hideo Saji
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2017
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/4bb433f28be64b8480da9b9d40c00e90
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spelling	oai:doaj.org-article:4bb433f28be64b8480da9b9d40c00e902021-12-02T15:18:52ZRadioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides10.1038/s41598-017-03419-z2045-2322https://doaj.org/article/4bb433f28be64b8480da9b9d40c00e902017-06-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-03419-zhttps://doaj.org/toc/2045-2322Abstract 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.Masahiro OnoHiroyuki WatanabeYuki IkehataNing DingMasashi YoshimuraKohei SanoHideo SajiNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-11 (2017)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Masahiro Ono Hiroyuki Watanabe Yuki Ikehata Ning Ding Masashi Yoshimura Kohei Sano Hideo Saji Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
description	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.
format	article
author	Masahiro Ono Hiroyuki Watanabe Yuki Ikehata Ning Ding Masashi Yoshimura Kohei Sano Hideo Saji
author_facet	Masahiro Ono Hiroyuki Watanabe Yuki Ikehata Ning Ding Masashi Yoshimura Kohei Sano Hideo Saji
author_sort	Masahiro Ono
title	Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
title_short	Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
title_full	Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
title_fullStr	Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
title_full_unstemmed	Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
title_sort	radioiodination of bodipy and its application to a nuclear and optical dual functional labeling agent for proteins and peptides
publisher	Nature Portfolio
publishDate	2017
url	https://doaj.org/article/4bb433f28be64b8480da9b9d40c00e90
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Radioiodination of BODIPY and its application to a nuclear and optical dual functional labeling agent for proteins and peptides

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