Photoactivatable Fluorescent Tags for Dual-Modality Positron Emission Tomography Optical Imaging

被引：15

作者：

Guillou, Amaury ^{[1
]}

Nisli, Eda ^{[1
]}

Klingler, Simon ^{[1
]}

Linden, Anthony ^{[1
]}

Holland, Jason P. ^{[1
]}

机构：

[1] Univ Zurich, Dept Chem, CH-8057 Zurich, Switzerland

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2022年 / 65卷 / 01期

基金：

欧洲研究理事会; 瑞士国家科学基金会;

关键词：

RADIOLABELED MONOCLONAL-ANTIBODIES; IMMUNOREACTIVE FRACTION; BODIPY; CONJUGATION; CHEMISTRY; KINETICS; DESIGN; PROBES; AGENT; DYES;

D O I：

10.1021/acs.jmedchem.1c01899

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Fluorescent protein conjugates are vital tools in a wide range of scientific disciplines from basic biochemical research to applications in clinical pathology and intraoperative surgery. We report the synthesis and characterization of photoactivatable fluorophores (PhotoTags) based on the functionalization of coumarin, fluorescein, BODIPY, rhodamine B, and cyanine dyes with a photochemically active aryl azide group. Photochemical labeling experiments using human serum albumin produced fluorescent proteins in high yields under irradiation with ultraviolet light for <15 min. We also synthesized DFO-RhodB-PEG(3)-ArN3-a photoactivatable compound that can be radiolabeled with Zr-89 for applications in optical imaging and positron emission tomography. One-pot Zr-89-radiolabeling and light-induced protein conjugation produced [Zr-89]ZrDFO-RhodB-PEG(3)-azepin-trastuzumab. Proof-of-concept studies in vitro and in vivo confirmed that [Zr-89]ZrDFO-RhodB-PEG(3)-azepin-trastuzumab is a potential dual-modality agent for detecting human epidermal growth factor receptor 2 (HER2/neu) expression. Overall, the PhotoTag technology represents a rapid, synthetically versatile, and user-friendly approach for generating novel protein conjugates.

引用

页码：811 / 823

页数：13

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