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丹酰基苯胺功能化硼二吡咯亚甲基染料的合成及其用于细胞生物成像的光学性质。

Synthesis and optical properties of tyramine-functionalized boron dipyrromethene dyes for cell bioimaging.

机构信息

MOE International Joint Research Laboratory on Synthetic Biology and Medicines, School of Biology and Biological Engineering, South China University of Technology, Guangzhou 510640, China.

MOE International Joint Research Laboratory on Synthetic Biology and Medicines, School of Biology and Biological Engineering, South China University of Technology, Guangzhou 510640, China; NMPA Key Laboratory for Quality Control of Blood Products, South China University of Technology, Guangzhou 510640, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2025 Jan 5;324:124980. doi: 10.1016/j.saa.2024.124980. Epub 2024 Aug 13.

DOI:10.1016/j.saa.2024.124980
PMID:39186877
Abstract

Tyramine signaling amplification (TSA) technology is generally applied in immunofluorescence, enzyme-linked immunoassays, in situ hybridization techniques, etc. Successful amplification of fluoresence signals cannot be achieved without excellent fluorescent dyes. BODIPY fluorophore is an ideal probe for cell fluorescence imaging, but pristine BODIPY cannot be direct used in the TSA system. In the paper, the new red-shifted tyramide-conjugated BODIPY (BDP-B/C/D) was synthesized via the Knoevenagel condensation reaction, which based on the tyramide-conjugated BODIPY (BDP-A). The synthesized dyes were combined with tyramine to obtain which could be used as a fluorescent substrate for enzymatic reaction of TSA. By using the selected substrate (BDP-C) in TSA, we found it to be more sensitive than the commercial dye 594 styramide for the detection of low-abundance antigen proteins.

摘要

酪胺信号放大(TSA)技术通常应用于免疫荧光、酶联免疫吸附测定、原位杂交技术等。如果没有出色的荧光染料,成功放大荧光信号是不可能的。BODIPY 荧光团是细胞荧光成像的理想探针,但原始 BODIPY 不能直接用于 TSA 系统。在本文中,通过 Knoevenagel 缩合反应合成了新的红移酪胺偶联 BODIPY(BDP-B/C/D),该反应基于酪胺偶联 BODIPY(BDP-A)。将合成的染料与酪胺结合,得到可作为 TSA 酶促反应的荧光底物。通过在 TSA 中使用选定的底物(BDP-C),我们发现它比商业染料 594 苯乙烯胺更灵敏,可用于检测低丰度抗原蛋白。

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