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用于抗体偶联和细胞成像的双光子活性荧光玫红染料的合成与应用

Synthesis and Application of Two-Photon Active Fluorescent Rhodol Dyes for Antibody Conjugation and Cell Imaging.

作者信息

Szepesi Kovács Dénes, Chiovini Balázs, Müller Dalma, Tóth Estilla Zsófia, Fülöp Anna, Ábrányi-Balogh Péter, Wittner Lucia, Várady György, Farkas Ödön, Turczel Gábor, Katona Gergely, Győrffy Balázs, Keserű György Miklós, Mucsi Zoltán, Rózsa Balázs J, Kovács Ervin

机构信息

Medicinal Chemistry Research Group, Research Centre for Natural Sciences, H-1117 Budapest, Hungary.

Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1111 Budapest, Hungary.

出版信息

ACS Omega. 2023 Jun 14;8(25):22836-22843. doi: 10.1021/acsomega.3c01796. eCollection 2023 Jun 27.

Abstract

A novel family of julolidine-containing fluorescent rhodols equipped with a wide variety of substituents was synthesized in a versatile two-step process. The prepared compounds were fully characterized and exhibited excellent fluorescence properties for microscopy imaging. The best candidate was conjugated to the therapeutic antibody trastuzumab through a copper-free strain-promoted azide-alkyne click reaction. The rhodol-labeled antibody was successfully applied for confocal and two-photon microscopy imaging of Her2+ cells.

摘要

通过一个通用的两步法合成了一个新型的含呫吨酮的荧光玫红染料家族,该家族带有各种各样的取代基。所制备的化合物经过了全面表征,并在显微镜成像中表现出优异的荧光特性。最佳候选物通过无铜应变促进的叠氮化物-炔烃点击反应与治疗性抗体曲妥珠单抗偶联。罗丹明标记的抗体成功应用于Her2+细胞的共聚焦和双光子显微镜成像。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e8f/10308389/ea884515e6a4/ao3c01796_0002.jpg

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